Compositions for treating the hair

ABSTRACT

The disclosure relates to compositions for treating keratinous substrates, such as the hair, comprising 3-butoxypropylamine and at least one carboxylic acid, as well as systems and methods for treating keratinous substrates with the compositions.

CROSS REFERENCE TO RELATED APPLICATIONS

This is a national stage application of PCT/US2016/063727, filedinternationally on Nov. 24, 2016, which claims priority to U.S.Provisional Application No. 62/259,572, filed Nov. 24, 2015, both ofwhich are incorporated by reference herein in their entireties.

TECHNICAL FIELD

The present disclosure relates to compositions for use in treatingkeratinous substrates, such as the hair.

BACKGROUND

It is known that consumers desire to use cosmetic and care compositionsthat enhance the appearance of keratinous substrates such as hair, e.g.,by changing the color, style, and/or shape of the hair, and/or byimparting various properties to hair, such as shine and conditioning.Many of the known compositions and processes for enhancing theappearance of the hair involve chemical treatment of the hair.

The process of changing the color of hair, for example, can involvedepositing an artificial color onto the hair which provides a differentshade or color to the hair, and/or lifting the color of the hair, suchas lightening the color of dark hair to lighter shades. The process oflifting the color of hair, also known as lightening, generally requiresthe use of compositions that comprise at least one oxidizing agent.

Lightening or lifting the color of the hair is typically evaluated bythe variation in tone height before and after the application of a haircolor-altering composition onto hair. This variation corresponds to thedegree or level of lightening or lift. The notion of “tone” is based onthe classification of the natural shades, one tone separating each shadefrom the shade immediately following or preceding it, which is wellknown to hairstyling professionals. The tone heights or levels rangefrom 1 (black) to 10 (light blond), one unit corresponding to one tone;thus, the higher the number, the lighter the shade or the greater thedegree of lift.

In general, hair lightening or color lifting compositions and hairdyeing compositions possess an alkalinity such that these compositionshave a pH value of above 7, typically being at pH 9 and above, and maygenerally require the presence of an alkalizing agent such as ammonia oran ammonia gas generating compound and/or an amine or ammonium-basedcompound in amounts sufficient to make such compositions alkaline. Thealkalizing agent causes the hair shaft to swell, thus allowing the smalloxidative dye molecules to penetrate the cuticle and cortex before theoxidation condensation process is completed. The resulting larger-sizedcolored complexes from the oxidative reaction are then trapped insidethe hair fiber, thereby permanently altering the color of the hair.

Additionally, there are many techniques and compositions for styling oraltering the shape of hair. For example, hair care products referred toas “hair relaxers” or “hair straighteners” can relax or straighten curlyor kinky hair, including wavy hair. Straightening or relaxing the curlsof very curly hair may increase the manageability and ease of styling ofsuch hair. Compositions for permanent waving the hair will impart a curlor a wave to otherwise straight hair. Different types of compositionscan be applied onto hair in order to change its shape and make it moremanageable, such as alkaline and acidic compositions. Hair relaxers,straighteners, perms, and/or waves may either be applied in a hair salonby a professional or in the home by the individual consumer.

While dyeing or color lifting compositions can effectively alter thecolor of hair, and relaxing, straightening, perming, and wavingcompositions can effective alter the shape of the hair, these chemicaltreatments can damage the hair fibers and/or irritate the scalp. Thus,in order to reduce or avoid the drawbacks mentioned above, as well as toimprove the cosmetic performance of the compositions, the use of new andadditional components and novel combinations of ingredients arecontinuously sought.

However, the choice of components or combinations of ingredients couldpose difficulties insofar as they cannot be detrimental to othercosmetic attributes such as ease and uniformity of application, rheologyor viscosity properties and stability of the compositions, color depositand target shade formation, and/or result into more disadvantages suchas increased damage or a less healthy look to the hair. It wouldtherefore be desirable to provide the consumer with compositions andmethods that can treat the hair, e.g. lift the color of hair and/ordeposit color onto hair in an efficient manner, while providing othercosmetic advantages such as shine, conditioning, fiber strength, and/ora healthy appearance to the hair, but avoiding or minimizing damage tothe hair.

Further, both natural and sensitized or chemically treated hair cancontain several kinds of negatively charged moieties, for example,carboxylates (resulting from the hydrolysis of amino acids and thioesterbonds) and/or sulfonates (resulting from the oxidation of disulfidebonds). These negatively charged moieties can degrade the cosmeticproperties of the hair.

Moreover, when hair is chemically treated or damaged, the disulfidebonds in hair (disulfide linkages between two cysteine units) can bereduced or broken, resulting in the formation of thiol groups and/orcysteic acid. Cysteine bridges, or disulfide bonds, are the strongestbonds present in the internal network of hair and play a key role inhair strength. Cosmetic treatments, such as bleaching, straightening, orpermanent waving the hair, can permanently alter these bonds leading tothe formation of cysteic acid. As such, increased amounts of cysteicacid in the hair suggest that the hair is damaged.

Thus, one objective of the disclosure is to provide novel compositionsthat can provide advantageous effects such as strengthening of the hairfiber, protecting hair fibers from damage or further damage, enhancedproperties such as softness, shine, conditioning, healthy appearance,while at the same time, providing desired effects such as coloring,lightening, straightening, relaxing, and/or shaping.

SUMMARY

The present disclosure relates to compositions and systems for treatingkeratinous substrates, such as the hair, as well as methods for treatingkeratinous substrates with the compositions and systems disclosedherein.

According to various embodiments, the disclosure relates to hairtreatment compositions comprising 3-butoxypropylamine (3-BPA) and atleast one carboxylic acid. The treatment compositions may optionally beused in conjunction with chemical treatments such as compositions oragents for altering the color or shape of the hair, including haircoloring or hair lightening compositions, or hair-shaping compositionsfor straightening, relaxing, and/or permanent waving the hair, or may beused with compositions for treating the hair that are not color- orshape-altering compositions. The treatment compositions may alsooptionally be applied directly to the hair, and/or may be mixed withwater or other solvent or composition and applied to the hair.

The disclosure further relates to hair conditioning compositionscomprising 3-butoxypropylamine and at least one carboxylic acid. Infurther embodiments, the disclosure relates to hair treatment systemscomprising the treatment compositions and conditioning compositionsaccording to the disclosure, and use of the systems in conjunction withcompositions for altering the color and/or shape of the hair.

Exemplary methods comprise applying the treatment composition accordingto the disclosure to the hair before, during, and/or after applicationof a color-altering composition to the hair. Further exemplary methodscomprise applying a conditioning composition according to the disclosureto the hair after application of the treatment composition. Methodsaccording to the disclosure may provide for cosmetic advantages such asshine, conditioning, fiber strength, and/or a healthy appearance to thecolored hair, and/or avoiding or minimizing damage to the hair that mayotherwise occur with processes for altering hair either by coloring,lightening or other chemical processes.

Further exemplary methods comprise applying the treatment compositionaccording to the disclosure to the hair before, during, and/or afterapplication of a hair shaping composition to the hair. Methods accordingto the disclosure may provide for cosmetic advantages such as shine,conditioning, fiber strength, and/or a healthy appearance to the shapedhair, and minimizing damage to the hair that may otherwise occur withprocesses for altering hair either by shaping or other chemicalprocesses.

Further exemplary methods comprise applying the treatment compositionaccording to the disclosure to the hair before, during, and/or afterapplication of a composition that is not a color- or shape-alteringcomposition to the hair. Still further exemplary methods compriseapplying the treatment composition according to the disclosure to thehair before, during, and/or after application of water or other solventto the hair. Methods according to the disclosure may provide forcosmetic advantages such as shine, conditioning, fiber strength, and/ora healthy appearance to the shaped hair, and minimizing damage to thehair.

According to various embodiments, exemplary hair treatment systemscomprise treatment compositions comprising 3-butoxypropylamine and atleast one carboxylic acid; conditioning compositions comprising3-butoxypropylamine and at least one carboxylic acid; and optionally acomposition or agent for altering the color or shape of the hair. Insome embodiments, the at least one carboxylic acid in the treatmentcomposition and the conditioning composition of the systems are thesame. In other embodiments, the at least one carboxylic acid in thetreatment composition and the conditioning composition of the systemsare different.

According to various embodiments, kits for treating the hair maycomprise: a first compartment containing a treatment compositioncomprising 3-butoxypropylamine and at least one carboxylic acid; and asecond compartment containing a conditioning composition comprising3-butoxypropylamine and at least one carboxylic acid.

In further embodiments, kits for treating the hair or for altering thecolor of hair may comprise: a first compartment containing a treatmentcomposition comprising 3-butoxypropylamine and at least one carboxylicacid, and optionally a composition or agent for altering the color ofthe hair; and a second compartment containing a conditioning compositioncomprising 3-butoxypropylamine and at least one carboxylic acid. In yetfurther embodiments, kits for treating the hair or altering the color ofhair may comprise: a first compartment containing a treatmentcomposition comprising 3-butoxypropylamine and at least one carboxylicacid; a second compartment containing a conditioning compositioncomprising 3-butoxypropylamine and at least one carboxylic acid; and oneor more additional compartments containing one or more agents orcompositions for altering the color of the hair.

In further embodiments, kits for treating the hair or for altering theshape of hair may comprise: a first compartment containing a treatmentcomposition comprising 3-butoxypropylamine and at least one carboxylicacid, and optionally a composition or agent for altering the shape ofthe hair; and a second compartment containing a conditioning compositioncomprising 3-butoxypropylamine and at least one carboxylic acid. Instill further embodiments, kits for treating the hair or altering theshape of hair may comprise: a first compartment containing a treatmentcomposition comprising 3-butoxypropylamine and at least one carboxylicacid; and a second compartment containing a conditioning compositioncomprising 3-butoxypropylamine and at least one carboxylic acid; and oneor more additional compartments containing one or more agents orcompositions for altering the shape of the hair.

BRIEF DESCRIPTION OF THE DRAWINGS

The present disclosure and claims can be better understood from thefollowing detailed description either alone or together with theaccompanying drawings. The drawings are included to provide a furtherunderstanding, and are incorporated in and constitute a part of thisspecification. The drawings illustrate one or more exemplary embodimentsof the present disclosure and together with the description serve toexplain various principles and operation.

FIGS. 1-5 show sensorial data comparing strength and tactile substancefor hair samples treated with a bleaching composition containing a hairtreatment composition according to an embodiment of the disclosurecontaining 3-BPA and carboxylic acid relative to hair samples treatedwith 3-BPA alone, 3-BPA pH adjusted, carboxylic acid alone, andcarboxylic acid pH adjusted, where the baseline (0) is a standard hairbleaching formulation with no additive.

FIG. 1 shows the sensorial comparison for 3-BPA and citric acid.

FIG. 2 shows the sensorial comparison for 3-BPA and malonic acid.

FIG. 3 shows the sensorial comparison for 3-BPA and malic acid.

FIG. 4 shows the sensorial comparison for 3-BPA and maleic acid.

FIG. 5 shows the sensorial comparison for 3-BPA and oxalic acid.

DETAILED DESCRIPTION

Other than in the operating examples, or where otherwise indicated, allnumbers expressing quantities of ingredients and/or reaction conditionsare to be understood as being modified in all instances by the term“about” which can encompass ±10%, ±8%, ±6%, ±5%, ±4%, ±3%, ±2%, ±1%, or±0.5%.

All numbers expressing pH values are to be understood as being modifiedin all instances by the term “about” which encompasses up to ±3%.

“At least one” as used herein means one or more and thus includesindividual components as well as mixtures/combinations.

A “chemical treatment” composition as described herein may include anycomposition for chemically treating the hair, such as by way ofnon-limiting example, permanent waving, relaxing, straightening,oxidation dyeing, coloring, and lightening (e.g., bleaching,highlighting) the hair. The terms “chemical treatment composition,”“color-altering composition,” and “shape-altering composition,” as wellas variations thereof, may be used interchangeably herein withoutlimitation.

“Systems” as used herein are meant to comprise treatment compositionsaccording to the disclosure and conditioning compositions according tothe disclosure.

The term “altering the color” or “color-altering” as used herein mayrefer to lifting or lightening the color of hair. It can also refer todyeing or coloring hair or depositing color onto the hair. In certaininstances, it refers to lifting or lightening the color of hair anddepositing color onto the hair in one treatment.

The term “strength” as used herein may refer to the strength of the hairfiber with respect to the ease or difficulty of breaking a hair fiber,or to the amount of effort or force needed to break the fiber when thefiber is subjected to a pulling, tugging, stretching, combing, orbrushing action.

The term “protecting” as used herein may refer to the prevention,minimization, or reduction of damage or further damage to hair.

“Hydrocarbons,” as used herein, include alkanes, alkenes, and alkynes,wherein the alkanes comprise at least one carbon, and the alkenes andalkynes each comprise at least two carbons; further wherein thehydrocarbons may be chosen from linear hydrocarbons, branchedhydrocarbons, and cyclic hydrocarbons; further wherein the hydrocarbonsmay optionally be substituted; and further wherein the hydrocarbons mayoptionally further comprise at least one heteroatom intercalated in thehydrocarbon chain.

“Substituted,” as used herein, means comprising at least onesubstituent. Non-limiting examples of substituents include atoms, suchas oxygen atoms and nitrogen atoms, as well as functional groups, suchas hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups,oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups,amine groups, acylamino groups, amide groups, halogen containing groups,ester groups, thiol groups, sulphonate groups, thiosulphate groups,siloxane groups, and polysiloxane groups. The substituent(s) may befurther substituted.

“Polymers,” as defined herein, include homopolymers and copolymersformed from at least two different types of monomers.

“(Meth)acrylic” as used herein, is understood to mean, within themeaning of the present patent application, “acrylic or methacrylic”.

The term “neutralized” as used herein is intended to mean that the3-butoxypropylamine is protonated with a H⁺ (proton) coming from thecarboxylic acid(s).

The term “substantially free of (a component)” as defined herein meansthat the system or composition contains no appreciable amount of thecomponent, for example, no more than about 1% by weight, no more thanabout 0.5% by weight, or no more than about 0.3% by weight, such as nomore than about 0.1% by weight, based on the weight of the composition.

The term “free” or “completely free of (a component)” as defined hereinmeans that the composition does not contain the component in anymeasurable degree by standard means.

As used herein, a carboxylic acid is described as being present in acomposition regardless of whether the carboxylic acid is present in acidform or whether the acid is dissociated or forms a salt thereof, e.g.upon mixing with a solution or other formulation. Accordingly, if acomposition (e.g. a treatment composition, a conditioning composition,or a composition for altering the color or shape of the hair) isdescribed herein as comprising an acid, or comprising a certain amountof an acid, but the acid is dissociated or forms a salt in thecomposition, the description is intended to refer to the acid or amountthereof present before the dissociation or salt formation. By way ofexample only, if a treatment composition comprising 3-butoxypropylamineand maleic acid is mixed with a liquid hair bleaching composition, andin the hair bleaching composition the maleic acid forms a salt of maleicacid so that no or substantially no maleic acid is present in themixture, any reference to the hair bleaching composition comprisingmaleic acid or a particular amount of maleic acid is intended to referto the maleic acid or amount thereof present in the treatmentcomposition before it is mixed with the hair bleaching composition.

Treatment Compositions

As described herein, the disclosure relates to treatment compositionscomprising 3-butoxypropylamine (3-BPA) and at least one carboxylic acid.The treatment compositions can further comprise additional components,such as solvents. In some embodiments, the treatment compositionconsists essentially of 3-BPA, one or more carboxylic acids, one or moresolvents, and one or more coloring agents. In various embodiments, thetreatment composition consists essentially of 3-BPA, one or morecarboxylic acids, and one or more solvents. In a further embodiment, thetreatment composition consists of 3-BPA, one or more carboxylic acids,and one or more solvents. In various embodiments, the treatmentcomposition consists essentially of 3-BPA, one or more carboxylic acids,one or more solvents, and one or more coloring agents.

3-butoxypropylamine

The 3-butoxypropylamine (3-BPA) may be present in the treatmentcomposition in an amount up to about 20%, such as up to about 19%, up toabout 18%, up to about 17%, up to about 16%, up to about 15%, up toabout 14%, up to about 13%, up to about 12%, up to about 11%, up toabout 10%, up to about 9%, up to about 8%, up to about 7%, up to about6%, up to about 5%, up to about 4%, up to about 3%, up to about 2%, upto about 1%, up to about 0.5%, or up to about 0.1% by weight, based onthe weight of the treatment composition. By way of non-limiting exampleonly, the 3-BPA may be present in an amount ranging from about 0.0001%to about 20%, such as about 0.001% to about 15%, from about 5 wt % toabout 15 wt % 3-BPA, such as from about 6 wt % to about 14 wt %, fromabout 7 wt % to about 13 wt %, or from about 8 wt % to about 12 wt %3-BPA, based on the total weight of the treatment composition. By way ofexample only, the 3-BPA may be present in an amount ranging from about10 wt % to about 13 wt %, such as about 11 wt % to about 13 wt %, orabout 12 wt % to about 13 wt %.

Carboxylic Acids

The treatment compositions according to the disclosure may comprise atleast one carboxylic acid. According to the disclosure, usefulcarboxylic acids include organic compounds that include, for example,one, two, three, or more carboxylic acid functional groups (COOH) and atleast one carbon atom.

In certain exemplary, and non-limiting embodiments, the at least onecarboxylic acid may be chosen from saturated or unsaturated, substitutedor unsubstituted dicarboxylic acids, salts thereof, and mixturesthereof. By way of non-limiting example, the at least one carboxylicacid may be chosen from dicarboxylic acids of the following formula:XO₂C—R—CO₂X′

wherein:

-   -   —R is a cyclic or acyclic, saturated or unsaturated, linear or        branched, C₁-C₁₀₀ hydrocarbon moiety comprising from 0 to 30        double and/or triple bonds and/or from 0 to 10 rings, and        optionally interrupted by 1 to 30 heteroatoms chosen from O, N        and S, and optionally substituted with 1 to 30 substituents        chosen from a hydrogen atom, a hydroxyl (—OH) moiety, an amino        (—NH₂) moiety, a (C₁-C₃₀)alkylamino moiety, a        poly(C₁-C₃₀)alkylamino moiety, a hydroxy(C₁-C₃₀)alkylamino        moiety, a polyhydroxy(C₁-C₃₀)alkylamino moiety, a C₆-C₃₀ aryl        moiety, and in some embodiments —R may be omitted; and    -   —X and X′, independently denote a hydrogen atom, an ammonium        ion, a ion of an alkali metal such as Li, Na, K, or an alkaline        earth metal such as Be, Mg, Ca or an ion derived from an organic        amine such as an alkylamine.

It is understood that the expression cyclic hydrocarbon moiety for thepurposes of the present application is understood to mean a hydrocarbonmoiety consisting of one or more rings or comprising one or more ringswhich are pendent or in the principle chain, it being possible for therings to be saturated or unsaturated and to be substituted with one ormore C₁-C₃₀ alkyl or alkenyl or hydroxyl or amino moieties.

By way of non-limiting example only, useful carboxylic acids may includeoxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid,citric acid, maleic acid, glycolic acid, succinic acid, adipic acid,tartaric acid, fumaric acid, sebacic acid, benzoic acid, and glyoxylicacid monohydrate, as well as combinations thereof. In at least oneembodiment, the treatment composition comprises at least one carboxylicacid chosen from malonic acid and maleic acid, and optionally at leastone additional carboxylic acid.

The at least one carboxylic acid may be present in the treatmentcomposition in an amount up to about 50%, such as up to about 45%, up toabout 40%, up to about 35%, up to about 30%, up to about 29%, up toabout 28%, up to about 27%, up to about 26%, up to about 25%, up toabout 24%, up to about 23%, up to about 22%, up to about 21%, up toabout 20%, up to about 19%, up to about 18%, up to about 17%, up toabout 16%, up to about 15%, up to about 14%, up to about 13%, up toabout 12%, up to about 11%, up to about 10%, up to about 9%, up to about8%, up to about 7%, up to about 6%, up to about 5%, up to about 4%, upto about 3%, up to about 2%, up to about 1%, up to about 0.5%, or up toabout 0.1% by weight, based on the weight of the treatment composition.By way of non-limiting example only, the at least one carboxylic acidmay be present in an amount ranging from about 0.01% to about 30%, suchas about 0.1% to about 25%, about 1% to about 20%, about 5% to about15%, about 8% to about 14%, or about 8% to about 12% by weight, based onthe weight of the treatment composition. In one exemplary embodiment,the at least one carboxylic acid may be present in an amount rangingfrom about 5% to about 25%, such as about 2% to about 10% or about 8% toabout 23% by weight, based on the weight of the treatment composition.For example, the at least one carboxylic acid may be present in anamount ranging from about 5% to about 15%, about 8% to about 14%, suchas about 10% to about 11%, about 12% to about 14%, or about 13% to about14%, such as about 5%, about 6%, about 7%, about 8%, about 9%, about10%, about 11%, about 12%, about 13%, about 14%, about 15%, about 16%,about 17%, about 18%, about 19%, about 20%, about 21%, about 22%, about23%, about 24%, or about 25%, by weight, based on the weight of thetreatment composition. It should be understood that when more than onecarboxylic acid is present, the total amount of carboxylic acids may bepresent in these amounts.

Solvent

The treatment composition may further comprise at least one solvent. Invarious exemplary and non-limiting embodiments, the solvent may bechosen from cosmetically acceptable solvents chosen from water, at leastone cosmetically acceptable organic solvent, and mixtures thereof.

The organic solvents may be volatile or non-volatile compounds. Asexamples of organic solvents, non-limiting examples include monoalcoholsand polyols such as ethanol, isopropyl alcohol, propyl alcohol, benzylalcohol, and phenylethanol, or glycols or glycol ethers such as, forexample, monomethyl, monoethyl and monobutyl ethers of ethylene glycol,propylene glycol or ethers thereof such as, for example, monomethylether of propylene glycol, butylene glycol, hexylene glycol, dipropyleneglycol as well as alkyl ethers of diethylene glycol, for examplemonoethyl ether or monobutyl ether of diethylene glycol.

Other suitable examples of organic solvents are ethylene glycol,propylene glycol, butylene glycol, hexylene glycol, propane diol, andglycerine.

The cosmetically acceptable solvent may comprise an amount ranging up toabout 95%, such as up to about 90%, up to about 85%, up to about 80%, upto about 75%, up to about 70%, up to about 65%, up to about 60%, up toabout 55%, or up to about 50%, by weight, based on the weight of thetreatment composition. For example, the cosmetically acceptable solventmay range from about 65% to about 95% by weight, from about 70% to about90% by weight, or from about 80% to about 85% by weight, or from about5% to about 20% by weight, based on the weight of the treatmentcomposition.

Additional components may optionally be present in the treatmentcomposition. By way of example only, the treatment composition maycomprise coloring agents (including but not limited to permanent,demi-permanent, or semi-permanent hair coloring agents), pH adjusters,emulsifiers, thickening agents and rheology modifying agents, cationicpolymers, humectants and moisturizing agents, chelating agents such asglycine, emulsifying agents, fillers, structuring agents, propellants,anionic surfactants, cationic surfactants, amphoteric surfactants, shineagents, conditioning agents, and strengthening agents.

The pH of the treatment composition may range up to about 7, such asfrom about 1 to about 6, from about 1 to about 4, such as from about 2to about 4, such as from about 2 to about 4, about 2.5 to about 3.5, orfrom about 2 to about 3.

The treatment composition may, in various embodiments, be applied ontothe hair within about 24 hours, such as less than 24 hours or less than12 hours, before or after a composition for altering the color or shapeof the hair. In at least certain exemplary embodiments, the treatmentcomposition may be applied to the hair within a few hours or a fewminutes before or after the color- or shape-altering composition. Forexample, the treatment composition may be applied within about 1 toabout 6 hours before or after the color- or shape-altering composition,or may be applied up to about 60 minutes, such as up to about 30minutes, up to about 20 minutes, up to about 10 minutes, up to about 5minutes, up to about 2 minutes, or up to about 1 minute before or afterthe color- or shape-altering composition.

In yet further embodiments, the treatment composition may be applied tothe hair at the same time or substantially the same time as a color- orshape-altering composition. For example, the treatment composition maybe mixed with a color- or shape-altering composition, or may be appliedsimultaneously with a color- or shape-altering composition. In variousexemplary embodiments where the treatment composition is mixed with acolor- or shape-altering composition, the pH of the resulting mixturemay range, for example, from about 7 to about 12, such as about 8 toabout 11, about 9 to about 11, or about 10 to about 11.

In still further embodiments, the treatment composition may be appliedto the hair within about 24 hours, such as less than 24 hours or lessthan 12 hours, before or after a composition that is not a compositionfor altering the color or shape of the hair. In at least certainexemplary embodiments, the treatment composition may be applied to thehair within a few hours or a few minutes before or after the compositionthat is not a composition for altering the color or shape of the hair.For example, the treatment composition may be applied within about 1 toabout 6 hours before or after the composition that is not a compositionfor altering the color or shape of the hair, or may be applied up toabout 60 minutes, such as up to about 30 minutes, up to about 20minutes, up to about 10 minutes, up to about 5 minutes, up to about 2minutes, or up to about 1 minute before or after the composition that isnot a composition for altering the color or shape of the hair.

In yet further embodiments, the treatment composition may be applied tothe hair at the same time or substantially the same time as acomposition for treating the hair that is not a color- or shape-alteringcomposition. For example, the treatment composition may be mixed with acomposition that is not a composition for altering the color or shape ofthe hair, or may be applied simultaneously with a composition fortreating the hair.

In a still further embodiment, the treatment composition may be mixedwith water and applied to the hair.

The treatment composition may be left on the hair for a period of timeranging up to one hour, such as from about 3 minutes to about 45minutes, from about 5 minutes to about 30 minutes, or from about 10minutes to about 20 minutes. In further embodiments, the treatmentcomposition may be left on the hair for a period up to about 30 minutes,such as, for example, from about 1 to about 30 minutes, about 1 to about10 minutes, or about 1 to about 5 minutes.

Exemplary Combinations and Amounts of Components

According to various embodiments, the treatment composition may include3-BPA and a combination of carboxylic acids. By way of non-limitingexample, the treatment composition may include 3-BPA and a combinationof two carboxylic acids, such as malonic acid and citric acid, malonicacid and oxalic acid, malonic acid and maleic acid, malonic acid andmalic acid, citric acid and oxalic acid, citric acid and maleic acid,citric acid and malic acid, oxalic acid and maleic acid, oxalic acid andmalic acid, maleic acid and malic acid, and so on. In other embodiments,the treatment composition may include 3-BPA and combinations of three ormore carboxylic acids.

In some embodiments, the treatment composition may include 3-BPA and oneor more saturated carboxylic acids, and may be free or substantiallyfree of unsaturated carboxylic acids. In other embodiments, thetreatment composition may include 3-BPA and one or more unsaturatedcarboxylic acids and be free or substantially free of saturatedcarboxylic acids. In still other embodiments, the treatment compositionmay include 3-BPA and both saturated (e.g. oxalic acid, malonic acid,glutaric acid, succinic acid, adipic acid, glycolic acid, citric acid,tartaric acid, malic acid, sebacic acid, glyoxylic acid monohydrate) andunsaturated (maleic acid, fumaric acid, benzoic acid, citraconic acid)carboxylic acids.

In some embodiments the treatment composition may include from about 5wt % to about 15 wt % 3-BPA, such as from about 8 wt % to about 14 wt %,from about 9 wt % to about 13 wt %, or from about 10 wt % to about 12 wt% 3-BPA, based on the total weight of the treatment composition. In oneembodiments, the treatment composition may include from about 11 wt % toabout 12 wt % 3-BPA.

In some embodiments, the treatment composition may include from about 8wt % to about 18 wt % malonic acid. For example, the treatmentcomposition may include from about 9 wt % to about 17 wt %, from about10 wt % to about 16 wt %, from about 11 wt % to about 15 wt %, fromabout 12 wt % to about 15 wt %, or about 13 wt % malonic acid.

In various embodiments, the treatment composition may include from about5 wt % to about 15 wt % maleic acid. For example, the treatmentcomposition may include from about 6 wt % to about 14 wt %, from about 7wt % to about 13 wt %, from about 8 wt % to about 12 wt %, from about 9wt % to about 11 wt %, or about 10 wt % to about 11 wt % maleic acid.

In various embodiments, the treatment composition may include from about10.5 wt % to about 12.5 wt % 3-BPA, and from about 10 wt % to about 15wt %, such as from about 11 wt % to about 14 wt %, from about 12 wt % toabout 13 wt %, or about 13 wt % malonic acid. In other embodiments, thetreatment composition may include from about 10.5 wt % to about 12.5 wt% 3-BPA, and from about 9.7 wt % to about 11.7 wt %, such as from about10 wt % to about 11 wt %, maleic acid.

According to certain embodiments, the total combined amount of 3-BPA andcarboxylic acid present in the treatment composition may range up toabout 50%, such as from about 0.1% to about 40%, from about 1% to about35%, about 1% to about 30%, about 2% to about 25%, about 5% to about25%, or about 8% to about 23% by weight, based on the weight of thetreatment composition. In other embodiments, the total combined amountof 3-BPA and carboxylic acid present in the treatment composition mayrange from about 10 wt % to about 40 wt %, such as from about 15 wt % toabout 30 wt %, or from about 20 wt % to about 25 wt %.

Without intending to limit the disclosure, it may, in variousembodiments, be advantageous to choose certain amounts of the 3-BPA, atleast one carboxylic acid, solvent, and/or optionally any additionalcomponent in the treatment composition, or ratios of the components inrelation to one another, in order to provide or enhance synergisticresults from the combinations thereof.

Color-Altering Composition

Before, after, or simultaneously with the treatment composition, acolor-altering composition may be applied to the hair. In variousexemplary embodiments, the color-altering composition may comprise anagent for bleaching the hair. For example, the color-alteringcomposition may be formed by combining, in a cosmetically acceptablecarrier, a bleach composition comprising at least one oxidizing agentchosen from persulfates, perborates, percarbonates, peracids, bromates,their salts and mixtures thereof, and a developer composition comprisinghydrogen peroxide. In other embodiments, the oxidizing agent anddeveloper may be separate. In yet further embodiments, thecolor-altering composition may comprise at least one colorant compoundchosen from oxidative dye precursors, direct dyes, pigments, andmixtures thereof.

Bleaching Agent

According to various embodiments, the color-altering composition maycomprise, in a cosmetically acceptable carrier, at least one oxidizingagent chosen from peroxides, persulfates, perborates, percarbonates,peracids, bromates, their salts and mixtures thereof. The at least oneoxidizing agent may, optionally, be water-soluble.

Optional peroxides useful herein include, for example, hydrogenperoxide, magnesium peroxide, PVP-peroxide, calcium peroxide, and sodiumperoxide.

Exemplary, non-limiting persulfates include potassium persulfate, sodiumpersulfate, and ammonium persulfate. In various embodiments, exemplaryoxidizing agents may be chosen from sodium perborate and sodiumpercarbonate. In further embodiments, exemplary peracids may be chosenfrom organic peracids having the general formula (I):R—C(O)OOH  (I)wherein, in formula (I), R is chosen from saturated or unsaturated,substituted or unsubstituted, straight or branched chain, alkyl, aryl oralkaryl groups having from 1 to 22 carbon atoms. In at least someexemplary embodiments, mixtures of two or more oxidizing agents chosenfrom persulfates, perborates, percarbonates, peracids, bromates, andsalts thereof, may be chosen.

In various embodiments, the at least one bleaching agent is chosen fromalkali metal salts of perborates, percarbonates, bromates, andpersulfates, such as, for example, ammonium, sodium, and potassiumsalts.

Bleach Composition

When the color-altering composition comprises separate bleach anddeveloper compositions, the bleach composition may comprise at least oneoxidizing agent chosen from persulfates, perborates, percarbonates,peracids, bromates, their salts, and mixtures thereof, such as thosedescribed above. In various embodiments, the at least one oxidizingagent is chosen from alkali metal salts of perborates, percarbonates,bromates, and persulfates, such as, for example, ammonium, sodium, andpotassium salts. The bleach composition may also optionally comprise acosmetically acceptable carrier.

The at least one oxidizing agent of the bleach compositions according tovarious embodiments of the disclosure is utilized in an amountsufficient to lighten or “bleach” hair. By way of example only, the atleast one oxidizing agent of the bleach composition may be present in anamount ranging from about 10% by weight to about 100% by weight, such asfrom about 20% to about 90% by weight, from about 30% to about 80% byweight, or from about 40% to about 75% by weight, based on the totalweight of the bleach composition. In further embodiments, the at leastone oxidizing agent of the bleach composition may be present in anamount ranging from about 5% to about 50%, such as about 10% to about45%, or about 15% to about 40%. In one exemplary embodiment, the atleast one oxidizing agent of the bleach composition may be present in anamount of at least 40% by weight, based on the total weight of thebleach composition.

The bleach composition may be in any form, such as, for example, in theform of a powder, gel, liquid, foam, lotion, cream, mousse, andemulsion.

In various exemplary embodiments, the bleach composition may beanhydrous. Optionally, water may be added as an activator, by mixing itwith the bleach composition.

The bleach composition of the present invention may also contain acidand alkali pH adjusters, which are well known in the art in the cosmetictreatment of keratin fibers, such as hair. Such pH adjusters include,but are not limited to, sodium metasilicate, silicate compounds, citricacid, ascorbic acid, and carbonate compounds.

The pH adjusters may, in various embodiments, be present in the bleachcomposition in an amount effective to provide the color-alteringcomposition with a pH ranging from about 1 to about 7 when the bleachcomposition is combined with the developer composition. By way ofexample, the amount of pH adjuster may be present, in variousembodiments, in an amount of at least about 0.01%, such as at leastabout 0.1%, at least about 0.2%, or at least about 0.5%.

According to one exemplary embodiment, the bleach composition isalkaline, with the pH ranging from about 7, 8, 9, or 10 to about 8, 9,10, or 11. According to a further exemplary embodiment, the bleachcomposition has a pH higher than about 7.

When the bleach composition is in powder form, the pH may be measured ina 1% solution in water.

Colorants may also optionally be present in the bleach compositionsdescribed herein. The colorants useful according to various embodimentsof the disclosure are those colorants that are stable in the bleachcomposition, and can impart additional toning and coloring to hair.Exemplary hair colorants include, but are not limited to, pigments,liposoluble dyes, direct dyes, nacreous pigments, pearling agents, leucodyes, optical lightening colorants, natural colorants andoptically-variable pigments.

Developer Composition

When the color-altering composition comprises separate bleach anddeveloper compositions, the developer composition comprises hydrogenperoxide. The developer composition may also optionally comprise acosmetically acceptable carrier.

In various exemplary embodiments, hydrogen peroxide is present in anamount of at least about 1% by weight, based on the total weight of thedeveloper composition. In further embodiments, hydrogen peroxide ispresent in an amount ranging from about 0.1% to about 80% by weight,such as from about 1.0% to about 75% by weight, or from about 2% toabout 10% by weight, based on the total weight of the developercomposition. In further exemplary embodiments, the hydrogen peroxide maybe present in the developer composition in an amount ranging from about2% to about 25%, such as about 4% to about 20%, about 6% to about 15%,or about 7% to about 10%.

The cosmetically acceptable carrier of the developer composition may,for example, be present in an amount ranging from about 0.5% to about99% by weight, such as from about 5% to about 95% by weight, relative tothe total weight of the developer composition.

The pH of the developer composition can range from about 1 to about 5,such as from about 2 to about 4, and it may be adjusted to the desiredvalue using pH adjusters that are well known in the art in the cosmetictreatment of keratin fibers, including, for example, those describedherein.

The developer composition may be in the form of a powder, gel, liquid,foam, lotion, cream, mousse, and emulsion.

According to various exemplary embodiments, the developer compositionmay be anhydrous. Optionally, water may be added as an activator, bymixing it with the developer composition.

The developer composition may, in various embodiments, compriseadditional components such as, for example, at least one auxiliaryingredient chosen from rheology-modifying agents, chelanting agents,fatty substances, ceramides, alkoxyaminosilicones, and silanes, and anyother component known in the art to be useful in a developercomposition.

In at least one exemplary embodiment, the bleach composition may bemixed with the developer composition to form the color-alteringcomposition right before (e.g. within a few minutes before) applying thecolor-altering composition onto the hair.

In one exemplary embodiment, the bleach composition and developercomposition may be combined to form the lightening composition in aratio of bleach composition to developer composition ranging from about1:1 to about 1:5, such as from about 1:1 to about 1:2, or about 1:2 toabout 1:4.

Coloring Compounds

As described herein, in various exemplary and non-limiting embodiments,color-altering compositions may optionally comprise at least onecolorant compound chosen from oxidation dyes, direct dyes, pigments, andmixtures thereof.

The oxidation dyes are generally chosen from one or more oxidation basesoptionally combined with one or more couplers.

By way of example, the oxidation bases may be chosen frompara-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols,ortho-aminophenols and heterocyclic bases, and the addition saltsthereof.

Among the para-phenylenediamines that may be mentioned, for example, arepara-phenylenediamine, para-toluenediamine,2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine,2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine,2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para-phenylenediamine,N,N-diethyl-para-phenylenediamine, N,N-dipropyl-para-phenylenediamine,4-amino-N,N-diethyl-3-methylaniline,N,N-bis(β-hydroxyethyl)-para-phenylenediamine,4-N,N-bis(β-hydroxyethyl)amino-2-methylaniline,4-N,N-bis(β-hydroxyethyl)amino-2-chloroaniline,2-β-hydroxyethyl-para-phenylenediamine,2-methoxymethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine,2-isopropyl-para-phenylenediamine,N-(β-hydroxypropyl)-para-phenylenediamine,2-hydroxymethyl-para-phenylenediamine,N,N-dimethyl-3-methyl-para-phenylenediamine,N-ethyl-N-(β-hydroxyethyl)-para-phenylenediamine,N-(β,γ-dihydroxypropyl)-para-phenylenediamine,N-(4′-aminophenyl)-para-phenylenediamine,N-phenyl-para-phenylenediamine,2-β-hydroxyethyloxy-para-phenylenediamine,2-β-acetylaminoethyloxy-para-phenylenediamine,N-(β-methoxyethyl)-para-phenylenediamine, 4-aminophenylpyrrolidine,2-thienyl-para-phenylenediamine, 2-β-hydroxyethylamino-5-aminotolueneand 3-hydroxy-1-(4′-aminophenyl)pyrrolidine, and the addition saltsthereof with an acid.

Among the para-phenylenediamines mentioned above, para-phenylenediamine,para-toluenediamine, 2-isopropyl-para-phenylenediamine,2-β-hydroxyethyl-para-phenylenediamine,2-β-hydroxyethyloxy-para-phenylenediamine,2,6-dimethyl-para-phenylenediamine, 2,6-diethyl-para-phenylenediamine,2,3-dimethyl-para-phenylenediamine,N,N-bis(β-hydroxyethyl)-para-phenylenediamine,2-chloro-para-phenylenediamine and2β-acetylaminoethyloxy-para-phenylenediamine, and the addition saltsthereof with an acid, are particularly preferred.

Among the bis(phenyl)alkylenediamines that may be mentioned, forexample, areN,N′-bis(β-hydroxyethyl)-N,N′-bis(4′-aminophenyl)-1,3-diaminopropanol,N,N′-bis(β-hydroxyethyl)-N,N′-bis(4′-aminophenyl)ethylenediamine,N,N′-bis(4-aminophenyl)tetramethylenediamine,N,N′-bis(β-hydroxyethyl)-N,N′-bis(4-aminophenyl)tetramethylenediamine,N,N′-bis(4-methylaminophenyl)tetramethylenediamine,N,N′-bis(ethyl)-N,N′-bis(4′-amino-3′-methylphenyl)ethylenediamine and1,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane, and the addition saltsthereof.

Among the para-aminophenols that may be mentioned, for example, arepara-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol,4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol,4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol,4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol,4-amino-2-(β-hydroxyethylaminomethyl)phenol and 4-amino-2-fluorophenol,and the addition salts thereof with an acid.

Among the ortho-aminophenols that may be mentioned, for example, are2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and5-acetamido-2-aminophenol, and the addition salts thereof.

Among the heterocyclic bases that may be mentioned, for example, arepyridine derivatives, pyrimidine derivatives and pyrazole derivatives.

Among the pyridine derivatives that may be mentioned are the compoundsdescribed, for example, in patents GB 1 026 978 and GB 1 153 196, forinstance 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridineand 3,4-diaminopyridine, and the addition salts thereof.

Other pyridine oxidation bases can include the3-aminopyrazolo[1,5-a]pyridine oxidation bases or the addition saltsthereof described, for example, in patent application FR 2 801 308.Examples that may be mentioned include pyrazolo[1,5-a]pyrid-3-ylamine,2-acetylaminopyrazolo[1,5-a]pyrid-3-ylamine,2-morpholin-4-ylpyrazolo[1,5-a]pyrid-3-ylamine,3-aminopyrazolo[1,5-a]pyridine-2-carboxylic acid,2-methoxypyrazolo[1,5-a]pyrid-3-ylamine,(3-aminopyrazolo[1,5-a]pyrid-7-yl)methanol,2-(3-aminopyrazolo[1,5-a]pyrid-5-yl)ethanol,2-(3-aminopyrazolo[1,5-a]pyrid-7-yl)ethanol,(3-aminopyrazolo[1,5-a]pyrid-2-yl)methanol,3,6-diaminopyrazolo[1,5-a]pyridine, 3,4-diaminopyrazolo[1,5-a]pyridine,pyrazolo[1,5-a]pyridine-3,7-diamine,7-morpholin-4-ylpyrazolo[1,5-a]pyrid-3-ylamine,pyrazolo[1,5-a]pyridine-3,5-diamine,5-morpholin-4-ylpyrazolo[1,5-a]pyrid-3-ylamine,2-[(3-aminopyrazolo[1,5-a]pyrid-5-yl)(2-hydroxyethyl)amino]ethanol,2-[(3-aminopyrazolo[1,5-a]pyrid-7-yl)(2-hydroxyethyl)amino]ethanol,3-aminopyrazolo[1,5-a]pyridin-5-ol, 3-aminopyrazolo[1,5-a]pyridin-4-ol,3-aminopyrazolo[1,5-a]pyridin-6-ol, 3-aminopyrazolo[1,5-a]pyridin-7-ol,2-□-hydroxyethoxy-3-amino-pyrazolo[1,5-a]pyridine;2-(4-dimëthylpyperazinium-1-yl)-3-amino-pyrazolo[1,5-a]pyridine; and theaddition salts thereof.

More particularly, oxidation bases can be selected from3-aminopyrazolo-[1,5-a]-pyridines and preferably substituted on carbonatom 2 by:

(a) one (di)(C₁-C₆)(alkyl)amino group wherein said alkyl group can besubstituted by at least one hydroxy, amino, imidazolium group;

(b) one heterocycloalkyl group containing from 5 to 7 members chain, andfrom 1 to 3 heteroatomes, potentially cationic, potentially substitutedby one or more (C₁-C₆)alkyl, such as di(C₁-C₄)alkylpipérazinium; or

(c) one (C₁-C₆)alkoxy potentially substituted by one or more hydroxygroups such as α-hydroxyalkoxy, and the addition salts thereof.

Among the pyrimidine derivatives that may be mentioned are the compoundsdescribed, for example, in the patents DE 2359399; JP 88-169571; JP05-63124; EP 0770375 or patent application WO 96/15765, such as2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine,2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine,2,5,6-triaminopyrimidine and their addition salts and their tautomericforms, when a tautomeric equilibrium exists.

Among the pyrazole derivatives that may be mentioned are the compoundsdescribed in the patents DE 3843892, DE 4133957 and patent applicationsWO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as4,5-diamino-1-methylpyrazole, 4,5-diamino-1-(β-hydroxyethyl)pyrazole,3,4-diaminopyrazole, 4,5-diamino-1-(4′-chlorobenzyl)pyrazole,4,5-diamino-1,3-dimethylpyrazole,4,5-diamino-3-methyl-1-phenyl-pyrazole,4,5-diamino-1-methyl-3-phenylpyrazole,4-amino-1,3-dimethyl-5-hydrazino-pyrazole,1-benzyl-4,5-diamino-3-methylpyrazole,4,5-diamino-3-tert-butyl-1-methyl-pyrazole,4,5-diamino-1-tert-butyl-3-methylpyrazole,4,5-diamino-1-(β-hydroxyethyl)-3-methylpyrazole,4,5-diamino-1-ethyl-3-methylpyrazole,4,5-diamino-1-ethyl-3-(4′-methoxyphenyl)pyrazole,4,5-diamino-1-ethyl-3-hydroxymethylpyrazole,4,5-diamino-3-hydroxymethyl-1-methylpyrazole,4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole,4,5-diamino-3-methyl-1-isopropylpyrazole,4-amino-5-(2′-aminoethyl)amino-1,3-dimethylpyrazole,3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole,3,5-diamino-1-methyl-4-methylaminopyrazole,3,5-diamino-4-(β-hydroxyethyl)amino-1-methylpyrazole, and the additionsalts thereof. 4,5-Diamino-1-(β-methoxyethyl)pyrazole may also be used.

A 4,5-diaminopyrazole will preferably be used, and even morepreferentially 4,5-diamino-1-(β-hydroxyethyl)pyrazole and/or a saltthereof.

Pyrazole derivatives that may also be mentioned includediamino-N,N-dihydropyrazolopyrazolones and especially those described inpatent application FR-A-2 886 136, such as the following compounds andthe addition salts thereof:2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-ethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-isopropylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-(pyrrolidin-1-yl)-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,4,5-diamino-1,2-dimethyl-1,2-dihydropyrazol-3-one,4,5-diamino-1,2-diethyl-1,2-dihydropyrazol-3-one,4,5-diamino-1,2-di-(2-hydroxyethyl)-1,2-dihydropyrazol-3-one,2-amino-3-(2-hydroxyethyl)amino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2-amino-3-dimethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one,2,3-diamino-5,6,7,8-tetrahydro-1H,6H-pyridazino[1,2-a]pyrazol-1-one,4-amino-1,2-diethyl-5-(pyrrolidin-1-yl)-1,2-dihydropyrazol-3-one,4-amino-5-(3-dimethylaminopyrrolidin-1-yl)-1,2-diethyl-1,2-dihydropyrazol-3-one,2,3-diamino-6-hydroxy-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one.

2,3-Diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and/or a saltthereof will preferably be used.

4,5-Diamino-1-(β-hydroxyethyl)pyrazole and/or2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazol-1-one and/or a saltthereof will preferentially be used as heterocyclic bases.

Compositions may optionally further comprise one or more couplersadvantageously chosen from those conventionally used in the dyeing orcoloring of keratinous substrates.

Among these couplers, mention may be made especially ofmeta-phenylenediamines, meta-aminophenols, meta-diphenols,naphthalene-based couplers and heterocyclic couplers, and also theaddition salts thereof.

Mention may be made, for example, of 2-methyl-5-aminophenol,5-N-(β-hydroxyethyl)amino-2-methylphenol, 3-aminophenol,5-amino-6-chloro-o-cresol (3-amino-2-chloro-6-methylphenol),1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene,4-chloro-1,3-dihydroxybenzene, 2,4-diamino-1-(β-hydroxyethyloxy)benzene,2-amino-4-(β-hydroxy-ethylamino)-1-methoxybenzene, 1,3-diaminobenzene,1,3-bis(2,4-diaminophenoxy)propane, 3-ureidoaniline,3-ureido-1-dimethylaminobenzene, sesamol,1-β-hydroxyethylamino-3,4-methylenedioxybenzene, α-naphthol,2-methyl-1-naphthol, 6-hydroxyindole, 4-hydroxyindole,4-hydroxy-N-methylindole, 2-amino-3-hydroxypyridine,6-hydroxybenzo-morpholine, 3,5-diamino-2,6-dimethoxypyridine,1-N-(β-hydroxyethyl)amino-3,4-methylenedioxybenzene,2,6-bis(β-hydroxyethylamino)toluene, 6-hydroxyindoline,2,6-dihydroxy-4-methylpyridine, 1-H-3-methylpyrazol-5-one,1-phenyl-3-methylpyrazol-5-one,2,6-dimethylpyrazolo[1,5-b]-1,2,4-triazole,2,6-dimethyl[3,2-c]-1,2,4-triazole and6-methyl-pyrazolo[1,5-a]benzimidazole, the addition salts thereof withan acid, and mixtures thereof.

In general, the addition salts of the oxidation bases and couplers thatmay be used are chosen from the addition salts with an acid such as thehydrochlorides, hydrobromides, sulfates, citrates, succinates,tartrates, lactates, tosylates, benzenesulfonates, phosphates andacetates.

The oxidation base(s) may be present in an amount ranging from about0.001% to 10% by weight, such as from about 0.005% to 5% by weight,relative to the total weight of the composition comprising the system inwhich it is present.

The coupler(s), if they are present, may be present in an amount rangingfrom about 0.001% to 10% by weight, such as from about 0.005% to 5% byweight, relative to the total weight of the system or compositioncomprising the system in which it is present.

Compositions according to embodiments of the disclosure may optionallycomprise one or more synthetic or natural direct dyes, for examplechosen from anionic and nonionic species, preferably cationic ornonionic species, either as sole dyes or in addition to the oxidationdye(s).

Examples of suitable direct dyes that may be mentioned include azodirect dyes; (poly)methine dyes such as cyanins, hemicyanins andstyryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes;tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanin dyes, andnatural direct dyes, alone or as mixtures.

Preferably direct dyes are cationic direct dyes. Mention may be made ofthe hydrazono cationic dyes of formulas (Va) and (V′a), the azo cationicdyes (VIa) and (VI′a) and the diazo cationic dyes (VIIa) below:Het⁺-C(R^(a))═N—N(R^(b))—Ar,An⁻  (Va)Het⁺-N(R^(a))—N═C(R^(b))—Ar,An⁻  (V′a)Het⁺-N═N—Ar,An⁺  (VIa)Ar⁺N═N—Ar″,An⁺  (VI′a) andHet⁺-N═N—Ar′—N═N—Ar,An⁻  (VIIa)in which formulas (Va), (V′a), (VIa), (VI′a) and (VIIa):

-   -   Het⁺ represents a cationic heteroaryl moiety, preferably bearing        an endocyclic cationic charge, such as imidazolium, indolium or        pyridinium, optionally substituted preferentially with one or        more (C₁-C₈) alkyl groups such as methyl;    -   Ar⁺ representing an aryl moiety, such as phenyl or naphthyl,        bearing an exocyclic cationic charge, preferentially ammonium,        particularly tri(C₁-C₈)alkylammonium such as trimethylammonium;    -   Ar represents an aryl group, especially phenyl, which is        optionally substituted, preferentially with one or more        electron-donating groups such as i) optionally substituted        (C₁-C₈)alkyl, ii) optionally substituted (C₁-C₈)alkoxy, iii)        (di)(C₁-C₈)(alkyl)amino optionally substituted on the alkyl        group(s) with a hydroxyl group, iv) aryl(C₁-C₈)alkylamino, v)        optionally substituted N—(C₁-C₈)alkyl-N-aryl(C₁-C₈)alkylamino or        alternatively Ar represents a julolidine group;    -   Ar′ is an optionally substituted divalent (hetero)arylene group        such as phenylene, particularly para-phenylene, or naphthalene,        which are optionally substituted, preferentially with one or        more groups (C₁-C₈)alkyl, hydroxyl or (C₁-C₈)alkoxy;    -   Ar″ is an optionally substituted (hetero)aryl group such as        phenyl or pyrazolyl, which are optionally substituted,        preferentially with one or more groups (C₁-C₈)alkyl, hydroxyl,        (di)(C₁-C₈)(alkyl)amino, (C₁-C₈)alkoxy or phenyl;    -   R^(a) and R^(b), which may be identical or different, represent        a hydrogen atom or a group (C₁-C₈)alkyl, which is optionally        substituted, preferentially with a hydroxyl group;    -   or alternatively the substituent R^(a) with a substituent of        Het⁺ and/or R^(b) with a substituent of Ar and/or R^(a) with        R^(b) form, together with the atoms that bear them, a        (hetero)cycloalkyl;    -   particularly, R^(a) and R^(b) represent a hydrogen atom or a        group (C₁-C₄)alkyl, which is optionally substituted with a        hydroxyl group;    -   An⁻ represents an anionic counter-ion such as mesylate or        halide.        In particular, mention may be made of the azo and hydrazono        cationic dyes bearing an endocyclic cationic charge of formulae        (Va), (V′a) and (VIa) as defined previously. More particularly        mention may be made of those of formulae (Va), (V′a) and (VIa)        derived from the dyes described in patent applications WO        95/15144, WO 95/01772 and EP-714954.

In various embodiments, the cationic part is derived from the followingderivatives:

wherein in formulae (Va-1) and (VIa-1):

-   -   R¹ representing a (C₁-C₄) alkyl group such as methyl;    -   R² and R³, which are identical or different, represent a        hydrogen atom or a (C₁-C₄)alkyl group, such as methyl; and    -   R⁴ represents a hydrogen atom or an electron-donating group such        as optionally substituted (C₁-C₈)alkyl, optionally substituted        (C₁-C₈)alkoxy, or (di)(C₁-C₈)(alkyl)amino optionally substituted        on the alkyl group(s) with a hydroxyl group; particularly, R⁴ is        a hydrogen atom,    -   Z represents a CH group or a nitrogen atom, preferentially CH;    -   An⁻ represents an anionic counter-ion such as mesylate or        halide.

The dye of formulae (Va-1) and (VIa-1) can be chosen from Basic Red 51,Basic Yellow 87 and Basic Orange 31 or derivatives thereof:

Among the natural direct dyes, mention may be made of lawsone, juglone,alizarin, purpurin, carminic acid, kermesic acid, purpurogallin,protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidinand orceins. Extracts or decoctions containing these natural dyes and inparticular henna-based poultices or extracts may also be used.

When they are present, the one or more direct dyes more particularlyrepresent from about 0.001% to 10% by weight, such as from about 0.005%to 5% by weight, of the total weight of the system or compositioncomprising the system in which it is present.

The color-altering composition may also comprise a cosmeticallyacceptable carrier. The cosmetically acceptable carrier may, forexample, be present in the color-altering composition in an amountranging from about 1% to about 40% by weight, such as from about 5% toabout 35% by weight, or about 10% to about 30% by weight of thecolor-altering composition.

Auxiliary ingredients may be added to the color-altering composition.Exemplary auxiliary ingredients useful in the color-altering compositionaccording to various embodiments of the disclosure include, but are notlimited to, rheology-modifying agents, bleach activators and co-bleachactivators, direct dyes, chelants, fatty substances, ceramides,alkoxyaminosilicones, silanes, and lift-enhancing agents, such asnitrogen-containing compounds and metal catalyst compounds.

The color-altering composition may also contain acid and alkali pHadjusters, which are well known in the art in the cosmetic treatment ofkeratin fibers, such as hair. Such pH adjusters include, but are notlimited to, sodium metasilicate, silicate compounds, citric acid,ascorbic acid, and carbonate compounds.

The pH adjusters may, in various embodiments, be present in thecolor-altering composition in an amount effective to provide thecolor-altering composition with a pH of not greater than 7, such as a pHranging from about 1 to about 7, from about 2 to about 6, or from about3 to about 5. By way of example, the amount of pH adjuster may bepresent, in various embodiments, in an amount of at least about 0.01%,such as at least about 0.1%, at least about 0.2%, or at least about0.5%.

The color-altering composition may, in at least certain embodiments, bein a ready-to-use form.

The color-altering composition may, in various embodiments, be appliedonto the hair within about 24 hours, such as less than 24 hours or lessthan 12 hours, after the treatment composition. In at least certainexemplary embodiments, the color-altering composition may be applied tothe hair within a few hours or a few minutes after the treatmentcomposition. For example, the color-altering composition may be appliedwithin about 1 to about 6 hours after the treatment composition, or maybe applied up to about 60 minutes, such as up to about 30 minutes, up toabout 20 minutes, up to about 10 minutes, up to about 5 minutes, up toabout 2 minutes, or up to about 1 minute after the treatmentcomposition.

The color-altering composition may be left on the hair for a period oftime sufficient to achieve the desired alteration in hair tone. Forexample, the color-altering composition may be left on the hair for upto one hour, such as from about 3 minutes to about 45 minutes, fromabout 5 minutes to about 30 minutes, or from about 10 minutes to about20 minutes. In further embodiments, the color-altering composition maybe left on the hair for a period up to about 30 minutes, such as, forexample, from about 1 to about 30 minutes, about 1 to about 10 minutes,or about 1 to about 5 minutes. One skilled in the art will, byconsidering various factors such as the starting and desired tones ofthe hair, be able to determine an appropriate amount of time to leavethe color-altering composition on the hair in order to achieve thedesired alternation in hair tone. By way of non-limiting example,various embodiments according to the disclosure may provide for anincrease of 1 to 4 in the tone height of the hair.

If desired, the color-altering composition may, optionally, be shampooedand/or rinsed off the hair.

Shape-Altering Composition

In further embodiments, a composition for shaping or altering the shapeof the hair may be applied to the hair before, after, or simultaneouslywith the treatment composition. Compositions for altering the shape ofthe hair comprise hair shaping agents and may be any composition foraltering the shape of the hair, for example compositions comprising oneor more agents for straightening, relaxing, and/or shaping the hair.

By way of example, hair shaping agents may optionally be chosen frominorganic hydroxides or organic hydroxides, for example sodiumhydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide, orguanidine hydroxide, or may be chosen from organic amines and othernon-hydroxide compounds. In various embodiments, the hair relaxingagents may be chosen from thiol compounds such as cysteine, cysteamine,N-substituted cysteamines, alkyl substituted mercaptoacetamides,dimercaptoadipic acid, thioglycerol, thiolactic acid, thioglycolic acidor its salts, (e.g., a thioglycolate), monothioglycolic acid esters suchas diol esters of thioglycolic acid, glyceryl monothioglycolate,thiocholine or its salts, amino thiols, and thiols attached to lowmolecular weight polymers, sulfites such as sodium hyposulfite, andbisulfites such as ammonium or sodium bisulfite.

The compositions for altering the shape of the hair may optionallycomprise at least one surfactant, for example amphoteric/zwitterionicsurfactants, nonionic surfactants, anionic surfactants, and cationicsurfactants. By way of non-limiting example, the at least one surfactantmay be present in an amount ranging from about 0.1% to about 5% byweight, such as from about 0.5% to about 3% by weight, based on thetotal weight of the shape-altering composition.

Exemplary amphoteric surfactants include, for example, lauryl betaine,lauroamphoglycinate, lauroamphopropylsulfonate, lauroamphopropionate,lauroampho-carboxyglycinate, lauryl sultane, myristamidopropyl betaine,myristyl betaine, myristoamphoglycinate, myristyl propionate,stearoamphoglycinate, stearoamphopropionate, stearoamphopropylsulfonate,stearyl betaine, cocamidoethyl betaine, cocamidopropyl betaine,cocamidopropyl hydroxysultane, cocamidopropyl dimethylamine propionate,cocoamphoglycinate, cocoamphocarboxypropionate,cocoamphocarboxyglycinate, coco-betaine, cocoamphopropionate, andcocoamphopropylsulfonate, and combinations thereof.

Exemplary nonionic surfactants include fatty acid esters andalkoxylated, particularly ethoxylated, fatty acid esters of polyhydricalcohols such as glycerols and sorbitol, for example, polyoxyethylenemonolaurate, polyoxyethylene monooleate, polyoxyethylene monostearate,sorbitan monolaurate, sorbitan trioleate, generally with a degree ofethoxylation of from about 20 to about 85; mono- and di-alkanolamides,such as the N-acyl derivatives of mono- and di-ethanol amines, andpolyethoxylated monoalkanolamides such as PEG-15 cocamide; amine oxides,such as cocamidopropyl dimethylamine oxides, coco bis-2-hydroxyethylamine oxides and lauryl dimmethylamine oxide; ethoxylated alkanolamides;ethoxylated oils and fats such as ethoxylated lanolins; and ethoxylatedalkylphenols, such as nonoxynol, and combinations thereof.

Exemplary anionic surfactants include, alkylethercarboxylic acids, suchas laureth-11 carboxylic acid, the alkali metal, ammonium, or aminesalts of alkyl sulfates, alkyl ether sulfates, linear alpha-olefinsulfonates, dialkyl sulfosuccinates, alkylamidosulfosuccinates, andalkyl taurates each having from about C.sub.12 to C.sub.18 alkyl oralkenyl groups, and combinations thereof. Particular examples includethe salts of lauryl sulfates and lauryl ether sulfates, the latterhaving an average level of ethoxylation of 1-3.

Exemplary cationic surfactants include quaternium-16, quaternium-26,quaternium-27, quaternium-30, quaternium-33, quaternium-43,quaternium-52, quaternium-53, quaternium-56, quaternium-60,quaternium-61, quaternium-62, quaternium-70, quaternium-71,quaternium-72, quaternium-75, quaternium-76 hydrolyzed collagen,quaternium-77, quaternium-78, quaternium-79 hydrolyzed collagen,quaternium-79 hydrolyzed keratin, quaternium-79 hydrolyzed milk protein,quaternium-79 hydrolyzed silk, quaternium-79 hydrolyzed soy protein, andquaternium-79 hydrolyzed wheat protein, quaternium-80, quaternium-81,quaternium-82, quaternium-83, quaternium-84, and combinations thereof.

Hair shaping compositions may further contain at least one additionalingredient typically found in such compositions. Examples of suchingredients include, but are not limited to, acid and alkali pHadjusting agents, chelating agents, swelling agents, solvents,structuring agents such as waxes and polymers, hydrophobic (lipophilic)and hydrophilic thickeners or gelling agents, skin conditioning agents,sunscreen agents (e.g., octocrylene, octinoxate, avobenzone),preservatives (e.g., sodium citrate, phenoxyethanol, parabens andmixtures thereof), cosmetic active agents and dermatological activeagents such as, for example, hydrolyzed peptides, farnesol, bisabolol,phytantriol, aesthetic agents such as essential oils, fragrances, skinsensates, opacifiers, aromatic compounds (e.g., clove oil, menthol,camphor, eucalyptus oil, and eugenol), foam enhancers, and botanicalextracts.

The hair shaping composition may also comprise a cosmetically acceptablecarrier. The cosmetically acceptable carrier may, for example, bepresent in the shape-altering composition in an amount ranging fromabout 1% to about 40% by weight, such as from about 5% to about 35% byweight, or about 10% to about 30% by weight of the shape-alteringcomposition.

In various embodiments, the hair shaping composition comprises or isused in conjunction with at least one neutralizer, for example anoxidizing agent. Exemplary useful oxidizing agents include peroxides,bromates, and perborates, e.g., hydrogen peroxide, potassium bromate,sodium bromate and sodium perborate.

The hair shaping composition may, in various embodiments, be appliedonto the hair within about 24 hours, such as less than 24 hours or lessthan 12 hours, after the treatment composition. In at least certainexemplary embodiments, the shape-altering composition may be applied tothe hair within a few hours or a few minutes after the treatmentcomposition. For example, the shape-altering composition may be appliedwithin about 1 to about 6 hours after the treatment composition, or maybe applied up to about 60 minutes, such as up to about 30 minutes, up toabout 20 minutes, up to about 10 minutes, up to about 5 minutes, up toabout 2 minutes, or up to about 1 minute after the treatmentcomposition.

The shape-altering composition may be left on the hair for a period oftime sufficient to achieve the desired alteration in hair shape. Forexample, the shape-altering composition may be left on the hair for upto one hour, such as from about 3 minutes to about 45 minutes, fromabout 5 minutes to about 30 minutes, or from about 10 minutes to about20 minutes. In further embodiments, the shape-altering composition maybe left on the hair for a period up to about 30 minutes, such as, forexample, from about 1 to about 30 minutes, about 1 to about 10 minutes,or about 1 to about 5 minutes. One skilled in the art will, byconsidering various factors such as starting hair shape and desired hairshape, be able to determine an appropriate amount of time to leave theshape-altering composition on the hair in order to achieve the desiredalternation in hair shape.

If desired, the shape-altering composition may, optionally, be shampooedand/or rinsed off the hair.

Conditioning Composition

After the treatment composition and/or color-altering composition and/orshape-altering composition have been applied to the hair, and optionallyshampooed and/or rinsed, the hair may be further treated with aconditioning composition comprising 3-butoxypropylamine and at least onecarboxylic acid. In various non-limiting exemplary embodiments, the3-butoxypropylamine may be neutralized by the at least one carboxylicacid. As used herein, the 3-butoxypropylamine being neutralized with theat least one carboxylic acid means that the 3-butoxypropylamine iscompletely neutralized, is substantially completely neutralized, or ispartially neutralized. The term “neutralized” means that the3-butoxypropylamine is protonated by H⁺ (proton) coming from, but notlimited to, acidic sources such as the carboxylic acid(s).

In various embodiments, the 3-butoxypropylamine may be present in theconditioning composition in an amount up to about 10%, such as up toabout 9%, up to about 8%, up to about 7%, up to about 6%, up to about5%, up to about 4%, up to about 3%, up to about 2%, up to about 1%, upto about 0.90%, up to about 0.80%, up to about 0.70%, up to about 0.60%,or up to about 0.50% by weight, based on the weight of the conditioningcomposition. By way of non-limiting example only, the3-butoxypropylamine may be present in an amount ranging from about 0.1%to about 5%, such as about 0.75% to about 4%, or about 1% to about 3% byweight, based on the weight of the conditioning composition. In oneembodiment, the 3-butoxypropylamine may be present in an amount rangingfrom about 2% to about 3% by weight, based on the weight of theconditioning composition.

The at least one carboxylic acid useful for the conditioning compositionmay be any organic compound containing at least one acid functionalgroup and at least one carbon atom, such as the carboxylic acidsdescribed above for the treatment composition. Exemplary andnon-limiting carboxylic acids that may be used include organic compoundsthat include, for example, one, two, three, or more carboxylic acidfunctional groups (COOH) and at least one carbon atom.

In certain exemplary, and non-limiting embodiments, the at least onecarboxylic acid may be chosen from saturated or unsaturated, substitutedor unsubstituted dicarboxylic acids, salts thereof, and mixturesthereof. By way of non-limiting example, the at least one carboxylicacid may be chosen from dicarboxylic acids of the following formula:XO₂C—R—CO₂X′

wherein:

-   -   —R is a cyclic or acyclic, saturated or unsaturated, linear or        branched, C₁-C₁₀₀ hydrocarbon moiety comprising from 0 to 30        double and/or triple bonds and/or from 0 to 10 rings, and        optionally interrupted by 1 to 30 heteroatoms chosen from O, N        and S, and optionally substituted with 1 to 30 substituents        chosen from a hydrogen atom, a hydroxyl (—OH) moiety, an amino        (—NH₂) moiety, a (C₁-C₃₀)alkylamino moiety, a        poly(C₁-C₃₀)alkylamino moiety, a hydroxy(C₁-C₃₀)alkylamino        moiety, a polyhydroxy(C₁-C₃₀)alkylamino moiety, a C₆-C₃₀ aryl        moiety, and in some embodiments —R may be omitted; and    -   —X and X′, independently denote a hydrogen atom, an ammonium        ion, a ion of an alkali metal such as Li, Na, K, or an alkaline        earth metal such as Be, Mg, Ca or an ion derived from an organic        amine such as an alkylamine.

It is understood that the expression cyclic hydrocarbon moiety for thepurposes of the present application is understood to mean a hydrocarbonmoiety consisting of one or more rings or comprising one or more ringswhich are pendent or in the principle chain, it being possible for therings to be saturated or unsaturated and to be substituted with one ormore C₁-C₃₀ alkyl or alkenyl or hydroxyl or amino moieties.

By way of non-limiting example only, carboxylic acids useful in theconditioning composition may include oxalic acid, malonic acid, malicacid, glutaric acid, citraconic acid, citric acid, maleic acid, glycolicacid, succinic acid, adipic acid, tartaric acid, fumaric acid, sebacicacid, benzoic acid, and glyoxylic acid monohydrate, as well ascombinations thereof. In at least one embodiment, the conditioningcomposition comprises at least one carboxylic acid other than maleicacid.

It should be noted, however, that the carboxylic acid chosen for theconditioning composition may be the same as or different from the atleast one carboxylic acid chosen for the treatment composition. In atleast one embodiment, the conditioning composition comprises maleic acidand optionally at least one additional carboxylic acid. In furtherembodiments, the conditioning composition comprises at least onecarboxylic acid other than maleic acid. In further embodiments, theconditioning composition is free or substantially free of maleic acid.

The at least one carboxylic acid may be present in the conditioningcomposition in an amount up to about 10%, such as up to about 9%, up toabout 8%, up to about 7%, up to about 6%, up to about 5%, up to about4%, up to about 3%, up to about 2%, up to about 1%, or up to about 0.50%by weight, based on the weight of the conditioning composition. By wayof non-limiting example only, the carboxylic acid may be present in anamount ranging from about 0.50% to about 10%, such as about 1% to about8%, about 2% to about 7%, about 3% to about 6%, or about 4% to about 5%by weight, based on the weight of the conditioning composition. In oneexemplary embodiment, the carboxylic acid may be present in an amount ofabout 6% to about 8% by weight, based on the weight of the conditioningcomposition. It should be understood that when more than one carboxylicacid is present, the total amount of carboxylic acids may be present inthese amounts.

The conditioning composition may, in various embodiments, be in the formof an emulsion, and may optionally comprise additional components, forexample surfactants, solvents, and/or conditioning agents, as well asother additives.

By way of non-limiting example, the solvent may be chosen fromcosmetically acceptable solvents chosen from water, at least onecosmetically acceptable organic solvent, and mixtures thereof.

The organic solvents may be volatile or non-volatile compounds. Asexamples of organic solvents, non-limiting mentions can be made ofmonoalcohols and polyols such as ethanol, isopropyl alcohol, propylalcohol, benzyl alcohol, and phenylethanol, or glycols or glycol etherssuch as, for example, monomethyl, monoethyl and monobutyl ethers ofethylene glycol, propylene glycol or ethers thereof such as, forexample, monomethyl ether of propylene glycol, butylene glycol, hexyleneglycol, dipropylene glycol as well as alkyl ethers of diethylene glycol,for example monoethyl ether or monobutyl ether of diethylene glycol.Other suitable examples of organic solvents are ethylene glycol,propylene glycol, butylene glycol, hexylene glycol, propane diol, andglycerine.

The cosmetically acceptable solvent may comprise an amount ranging up toabout 98%, such as up to about 95%, up to about 90%, up to about 85%, upto about 80%, up to about 75%, up to about 70%, up to about 65%, up toabout 60%, up to about 55%, or up to about 50%, by weight, based on theweight of the conditioning composition. For example, the cosmeticallyacceptable solvent may range from about 80% to about 98% by weight, suchas from about 85% to about 95% by weight by weight, based on the weightof the conditioning composition.

Conditioning agents that may be included in the conditioning compositioninclude, but are not limited to, cationic, anionic, non-ionic, andamphoteric conditioning agents. For example, cationic conditioningagents may be chosen from polyquaterium-10 (also called quaternizedpolyhydroxyethyl cellulose), cetrimonium chloride (also called cetyltrimethyl ammonium chloride, CTAC), behentrimonium chloride (also knownas docosyl trimethyl ammonium chloride), behentrimonium methosulfate,steartrimonium chloride, stearalkonium chloride, dicetyldimoniumchloride, hydroxypropyltrimonium chloride, cocotrimonium methosulfate,olealkonium chloride, steartrimonium chloride, babassuamidopropalkoniumchloride, bras sicamidopropyl dimethylamine, Quaternium-91,Salcare/PQ-37, Quaternium-22, Quaternium-87, Polyquaternium-4,Polyquaternium-6, Polyquaternium-11, Polyquaternium-44,Polyquaternium-67, amodimethicone, lauryl betaine, Polyacrylate-1Crosspolymer, steardimonium hydroxypropyl hydrolyzed wheat protein,behenamidopropyl PG-dimonium chloride, lauryldimonium hydroxypropylhydrolyzed soy protein, aminopropyl dimethicone, Quaterium-8, anddilinoleamidopropyl dimethylamine dimethicone PEG-7 phosphate.

Amphoteric conditioning agents may be chosen from polyquaternium-22,polyquaternium-39, polyquaternium-47, polyquaternium-53, arginine,asparagines, aspartic acid, glycine, glutamic acid, lysine, methionine,phenylalanine, serine, threonine, tyrosine, tryptophan, valine, gelatin,Quaternium-27, oleamidopropyl betaine, disodium cocoamphodiacetate,disodium cocoamphodipropionate, disodium lauroamphodiacetate, sodiumcocoamphopropionate, sodium cocoamphoacetate, meadowfoam delta lactone,cocoamidopropyl betaine, cocoamidopropyl hydroxysultaine,lauramidopropyl betaine, carnitine, hydroxyproline, acetyl hydroxyproline, isoleucine, lauroyl lysine, lauroyl sarcosine, polylysine,proline, rice amino acids, silk amino acids, and wheat amino acids.

Additional auxiliary components that may be present in the conditioningcomposition include but are not limited to coloring agents, emulsifiers,thickening agents and rheology modifying agents, cationic polymers,humectants and moisturizing agents, chelating agents such as glycine,emulsifying agents other than those that fall under the above-describedfatty substances, fillers, structuring agents, propellants, anionicsurfactants, cationic surfactants, amphoteric surfactants, shine agents,conditioning agents, shine agents, and strengthening agents.

If present, the at least one auxiliary component may be present in anamount up to about 25%, such as up to about 20%, up to about 15%, or upto about 10% by weight, such as from about 0.1% to about 10% by weight,from about 0.5% to about 5%, or about 1 to about 3% by weight, based onthe total weight of the conditioning composition.

The pH of the conditioning composition can range from about 1 to about7, such as from about 2 to about 5, or about 3 to about 4.

According to various embodiments, the conditioning composition mayinclude 3-BPA and a combination of carboxylic acids. By way ofnon-limiting example, the conditioning composition may include 3-BPA anda combination of two carboxylic acids, such as malonic acid and citricacid, malonic acid and oxalic acid, malonic acid and maleic acid,malonic acid and malic acid, citric acid and oxalic acid, citric acidand maleic acid, citric acid and malic acid, oxalic acid and maleicacid, oxalic acid and malic acid, maleic acid and malic acid, and so on.In other embodiments, the conditioning composition may include 3-BPA andcombinations of three or more carboxylic acids.

In some embodiments, the conditioning composition may include 3-BPA andone or more saturated carboxylic acids, and may be free or substantiallyfree of unsaturated carboxylic acids. In other embodiments, theconditioning composition may include 3-BPA and one or more unsaturatedcarboxylic acids and be free or substantially free of saturatedcarboxylic acids. In still other embodiments, the conditioningcomposition may include 3-BPA and both saturated (e.g. oxalic acid,malonic acid, glutaric acid, succinic acid, adipic acid, glycolic acid,citric acid, tartaric acid, malic acid, sebacic acid, glyoxylic acidmonohydrate) and unsaturated (maleic acid, fumaric acid, benzoic acid,citraconic acid) carboxylic acids

In certain exemplary embodiments, the conditioning composition mayinclude from about 0.1 wt % to about 5 wt % 3-BPA, such as from about0.5 wt % to about 3 wt %, or from about 0.5 wt % to about 2 wt % 3-BPA,such as about 0.5 wt % to about 1 wt %, based on the weight of theconditioning composition. In certain exemplary embodiments, theconditioning composition may include from about 0.1 wt % to about 5 wt %carboxylic acids, such as from about 0.5 wt % to about 4 wt %, or fromabout 0.75 wt % to about 3 wt %, such as about 1 wt % to about 2 wt %carboxylic acids, based on the weight of the conditioning composition.

By way of non-limiting example only, the conditioning composition mayinclude from about 0.5 wt % to about 2 wt % 3-BPA and from about 0.75 wt% to about 3 wt % of one or more carboxylic acids, such as from about0.5 wt % to about 1 wt % 3-BPA and from about 1 wt % to about 2 wt % ofone or more carboxylic acids, based on the weight of the conditioningcomposition. By way of non-limiting example, the conditioningcomposition may include from about 5 wt % to about 6 wt % 3-BPA and fromabout 1 wt % to about 2 wt % maleic and/or malonic acid, based on theweight of the conditioning composition.

Without intending to limit the disclosure, it may, in variousembodiments, be advantageous to choose certain amounts of the 3-BPA, atleast one carboxylic acid, solvent, and/or optionally any additionalcomponent in the conditioning composition, or ratios of the componentsin relation to one another, in order to provide or enhance synergisticresults from the combinations thereof.

The treatment and/or conditioning compositions according to thedisclosure can be in various forms, such as in the form of liquids,creams, liquid-gels, liquid-creams, gels, lotions, or pastes.

Methods

As described herein, the treatment and/or conditioning compositions,and/or the systems comprising the treatment and conditioningcompositions, may be used to treat the hair, for example before, during,and/or after a process to chemically alter the color or shape of hair,before, during, and/or after application of a composition that is not acolor- or shape-altering composition, and/or as a stand-alone treatmentfor damaged hair. For example, a color- or shape-altering compositionmay comprise the treatment composition, or the treatment composition maycomprise a color- or shape-altering composition or agent or composition.It should be understood that when “a color-altering compositioncomprises the treatment composition,” “a shape-altering compositioncomprises the treatment composition,” “the treatment compositioncomprises a color-altering composition,” “the treatment compositioncomprises a shape-altering composition,” or the like, the twocompositions or their components are mixed together, but without anylimitation, for example on which composition is added to which or theorder of mixing.

In further embodiments, the treatment composition may be applied to thehair first, and optionally shampooed and/or rinsed, after which a color-or shape-altering composition, or composition that is not a color- orshape-altering composition, is applied to the hair. In variousembodiments, the conditioning composition may be applied to the hairafter the treatment composition and/or color- or shape-alteringcomposition are applied to the hair, and optionally shampooed and/orrinsed.

As used herein, treatment compositions may be applied to the hair“before” chemical treatment of the hair, such as before shaping,coloring, or lightening the hair, with or without shampooing or rinsingin between, such as less than one minute before, up to about 5 minutesbefore, up to about 10 minutes before, up to about 20 minutes before, upto about 30 minutes before, up to about 1 hour before, up to about 2hours before, up to about 6 hours before, up to about 12 hours before,up to about 24 hours before, up to about 48 hours before, up to about 72hours before, or up to about 1 week before, for example.

As used herein, treatment compositions may be applied to the hair“after” chemical treatment of the hair, such as after shaping, coloring,or lightening the hair, with or without shampooing or rinsing inbetween, such as less than one minute after, up to about 5 minutesafter, up to about 10 minutes after, up to about 20 minutes after, up toabout 30 minutes after, up to about 1 hour after, up to about 2 hoursafter, up to about 6 hours after, up to about 12 hours after, up toabout 24 hours after, up to about 48 hours after, up to about 72 hoursafter, or up to about 1 week after, for example.

As used herein, treatment compositions may be applied to the hair“during” chemical treatment of the hair, for example simultaneously withor at approximately the same time as chemical treatment such as shaping,coloring, or lightening the hair, for example by combining or mixing thetreatment composition with the chemical treatment composition prior toapplication of the mixture to the hair. By way of example, the treatmentcompositions may be mixed with a color- or shape-altering composition atan amount ranging up to about 30% by weight, relative to the weight ofthe color-altering composition, such as up to about 25%, up to about20%, or up to about 15% by weight, relative to the weight of thecolor-altering composition. For example, the treatment composition maybe mixed with a color- or shape-altering composition at an amountranging from about 1% to about 20%, about 2% to about 15%, about 3% toabout 13%, or about 4% to about 10% by weight, relative to the weight ofthe color-altering composition. In yet further exemplary embodiments,the treatment composition and color- or shape-altering composition maybe applied to the hair at substantially the same time, but from separateapplicators without mixing prior to application to the hair, either withor without shampooing or rinsing in between.

By way of non-limiting example, a method for treating or altering theshape or color of the hair may comprise applying the treatmentcomposition onto the hair as a pre-relaxing, pre-permanent waving,pre-straightening, pre-coloring, pre-glazing, or pre-lighteningcomposition, which may optionally be left on the hair or washed outbefore application of the color- or shape-altering composition. In afurther exemplary embodiment, a method may comprise adding the treatmentcomposition into a color- or shape-altering composition, optionally justprior to use, and applying the mixture to the hair. In yet a furtherexemplary embodiment, a method may comprise adding a shape- orcolor-altering agent, for example an oxidizing agent or a dye, into thetreatment composition, optionally just prior to use, and applying thetreatment composition to the hair. In yet a further exemplaryembodiment, a method may comprise mixing a shaping agent or colorant orbleach composition and developer just prior to use, wherein thetreatment composition may be pre-formulated into the shaping or coloringor bleach composition, or developer composition. In yet a furtherexemplary embodiment, a method may comprise applying the conditioningcomposition onto the hair as a post-treatment composition after the hairhas been treated and after optionally rinsing or washing the hair.

The term “mix” and all variations of this term as used herein refers tocontacting or combining or reconstituting or dissolving or dispersing orblending or shaking the treatment composition with the shape- orcolor-altering composition. It can also mean introducing the treatmentcomposition to the shape- or color-altering composition. It may alsomean placing the treatment composition in the same vessel or containeras the color-altering composition.

As a further example, a treatment composition according to thedisclosure may be applied to the hair following the reducing step of ahair treatment process, e.g. a relaxer, straightener, or permanent wave.After an optional leave-in (processing) time, e.g. about 5-20 minutes,such as about 10-15 minutes, the hair may optionally be blotted orrinsed, and then the conditioning composition applied to the hair, andoptionally shampooed and/or rinsed. Without wishing to be bound bytheory, it is believed that the reducing step of the process swells thehair cuticle, rendering it able to accept active component(s) from thetreatment composition, and the conditioning composition then de-swellsthe hair cuticle, sealing in the active component(s).

In yet further exemplary embodiments, the treatment composition, theconditioning composition, or systems comprising the treatmentcomposition and the conditioning composition, may be applied to the hairnot in conjunction with a color-altering or shape-altering compositionor process. Such treatment compositions, conditioning compositions,and/or systems comprising the treatment composition and the conditioningcomposition may be useful to provide cosmetic advantages such as shine,conditioning, fiber strength, and/or a healthy appearance to the hair,separate and apart from avoiding or minimizing damage to the hair causedby chemical processes such as coloring, bleaching, shaping, relaxing,etc., the hair.

By way of non-limiting example only, a treatment composition accordingto the disclosure may be mixed with a composition that does not containan agent for altering the color or shape of the hair, may be applieddirectly to the hair, for example simultaneously with a composition thatdoes not contain an agent for altering the color or shape of the hair,or may be mixed with water and applied to the hair, and optionally thehair may be shampooed and/or rinsed, after which a conditioningcomposition according to the disclosure may be applied to the hair, andoptionally shampooed and/or rinsed.

In a further exemplary embodiment, methods relate to processes fortreating the hair where only a portion of hair is subjected to achemical process such as a color- or shape-altering process. By way ofexample, when hair is highlighted, only certain portions of hair on thehead of a consumer are treated with a bleaching or highlighting agent.However, different portions of hair may be treated (e.g. highlighted)during subsequent color- or shape-altering processes, thus causing moredamage to certain portions of the hair over time. Thus, it may bedesirable in such embodiments to treat the entire head of hair with atreatment composition according to the disclosure. As such, in variousembodiments, a treatment composition according to the disclosure may beapplied to certain portions of the hair in conjunction with a bleachingor highlighting or hair dyeing or shaping process (e.g. mixed with ableaching or highlighting or hair dyeing or shaping composition), whilea treatment composition according to the disclosure may be applied toother portions of the hair that are not subjected to the chemicalprocess, for example in a composition not containing an agent coloringor shaping the hair. Although some overlap of treated portions of thehair may occur, various embodiments contemplate that the treated hairwill consist essentially of different portions of the hair.

Accordingly, methods of altering the color or shape of the hair arewithin the scope of the disclosure wherein a first treatment compositioncomprising 3-butoxypropylamine; at least one carboxylic acid chosen fromoxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid,citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid,fumaric acid, maleic acid, sebacic acid, benzoic acid, and glyoxylicacid monohydrate, and combinations thereof; at least one solvent; and atleast one agent for altering the color or shape of the hair is appliedto certain portions of hair; and a second treatment compositioncomprising 3-butoxypropylamine; at least one carboxylic acid chosen fromoxalic acid, malonic acid, malic acid, glutaric acid, citraconic acid,citric acid, glycolic acid, succinic acid, adipic acid, tartaric acid,fumaric acid, maleic acid, sebacic acid, benzoic acid, and glyoxylicacid monohydrate, and combinations thereof; and at least one solvent;wherein the second treatment composition does not contain an agent foraltering the shape or color of the hair, is applied to differentportions of hair. The second treatment composition may, for example, beapplied directly to the hair, or may be mixed with water or acomposition such as a clear glaze. Optionally, a conditioningcomposition according to the disclosure may also be applied to the hair,e.g. a portion of the hair or the entire treated hair. In variousembodiments, it may be possible for the at least one carboxylic acid inthe first and second treatment compositions and/or the conditioningcomposition to be the same or different, and the at least one carboxylicacid for each should be understood to be chosen independently.

In various exemplary methods or processes, the treatment composition ormixture comprising the treatment composition may be applied to the hair,and after an optional leave-in (processing) time on the hair fibers, forexample, ranging from about 1 to about 60 minutes, such as from about 5to about 50 minutes, or such as from about 5 to about 30 minutes, orsuch as from about 10 to about 20 minutes, or such as of about 20minutes, the hair fibers may be rinsed, optionally washed with shampooand rinsed again, the conditioning composition applied to the hairfibers, and after a second optional resting time, optionally washed witha hair conditioning composition, rinsed again, then dried. Theconditioning composition may be left on the hair for a resting orleave-in period ranging up to about 60 minutes, such as from about 1 toabout 30 minutes, or from about 5 to about 15 minutes. The shampoo andhair conditioning composition can be any conventional hair shampooand/or conditioner products.

The temperature during the methods of treating the hair may be, forexample, between room temperature and 80° C., such as between roomtemperature and 60° C., or between room temperature and 40° C.

It has been discovered that the application of the treatmentcomposition, the conditioning composition, or a system comprising thetreatment composition and conditioning composition onto the fibers, inconjunction with a process for altering the color and/or shape of thehair, results in satisfactory lifting or lightening of the color of thefibers, or alteration of the shape of the hair fibers, while providingstrengthening and/or protection to the hair fiber, so as to minimizedamage to the hair fiber in at least some embodiments. Additionally,when the embodiments of the composition comprise a colorant compoundselected from oxidative dye precursors, direct dyes, pigments or theirmixtures, the fibers are also colored satisfactorily with respect todegree of color deposit and desirable shade formation coloring, whileproviding strengthening and/or protection to the hair fiber, so as toavoid or minimize damage to the hair fiber in at least some embodiments.

It is to be understood that any degree of protection and/orstrengthening and/or minimizing of damage may be imparted to the hairfiber, without limitation. In addition, it is intended that embodimentsthat do not impart fiber strength and/or protection and/or minimizationof damage to the hair fiber are also within the scope of the disclosure.

Kits

Further embodiments of the disclosure relate to kits for treatmentand/or altering the color and/or shape of the hair. One exemplaryembodiment of a kit for treating and/or altering the color of haircomprises:

-   -   A. a first compartment containing a treatment composition        comprising:        -   i. 3-butoxypropylamine;        -   ii. at least one carboxylic acid; and        -   iii. optionally at least one solvent; and    -   B. a second compartment containing a conditioning composition        comprising 3-butoxypropylamine and at least one carboxylic acid;        and    -   C. optionally, one or more additional compartments comprising at        least one hair coloring agent or composition:

Further exemplary embodiments of a kit for treating and/or altering thecolor of hair comprise:

-   -   A. a first compartment containing a treatment composition        comprising:        -   i. 3-butoxypropylamine;        -   ii. at least one carboxylic acid; and        -   iii. optionally at least one solvent; and    -   B. a second compartment containing a conditioning composition        comprising 3-BPA and at least one carboxylic acid; and    -   C. optionally, one or more additional compartments comprising at        least one hair coloring agent or composition, wherein the first        and/or second compartments comprise at least one acid chosen        from maleic acid, citric acid, malonic acid, or mixtures        thereof.

A further exemplary embodiment of a kit for treating and/or altering theshape of hair comprises:

-   -   A. a first compartment containing a treatment composition        comprising:        -   i. 3-butoxypropylamine;        -   ii. at least one carboxylic acid; and        -   iii. optionally at least one solvent; and    -   B. a second compartment containing a conditioning composition        comprising 3-butoxypropylamine and at least one carboxylic acid;        and    -   C. optionally, one or more additional compartments comprising at        least one agent or composition for shaping the hair.

Further exemplary embodiments of a kit for treating and/or altering theshape of hair comprise:

-   -   A. a first compartment containing a treatment composition        comprising:        -   i. 3-butoxypropylamine;        -   ii. at least one carboxylic acid; and        -   iii. optionally at least one solvent; and    -   B. a second compartment containing a conditioning composition        comprising 3-BPA and at least one carboxylic acid; and    -   C. optionally, one or more additional compartments comprising at        least one agent or composition for shaping the hair,

wherein the first and/or second and/or compartments comprise at leastone acid chosen from maleic acid, citric acid, malonic acid, or mixturesthereof.

According to various embodiments, the at least one carboxylic acidpresent in the hair treatment composition and/or the hair conditioningcomposition of any of the aforementioned kits may independently bechosen from maleic acid, oxalic acid, malonic acid, malic acid, glutaricacid, citraconic acid, citric acid, glycolic acid, succinic acid, adipicacid, tartaric acid, fumaric acid, sebacic acid, benzoic acid, andglyoxylic acid monohydrate, and combinations thereof. In someembodiments, the at least one carboxylic acid in the treatmentcomposition and the conditioning composition in the first and secondcompartments of the kit are the same. In other embodiments, the at leastone carboxylic acid in the treatment composition and the conditioningcomposition in the first and second compartments of the kit aredifferent.

In some embodiments, the at least one carboxylic acid present in thehair treatment composition and/or the hair conditioning composition ofthe first and second compartments of the kit are independently chosenfrom malonic acid, maleic acid, citric acid, and combinations thereof.In further embodiments, the at least one carboxylic acid present in thehair treatment composition and/or the hair conditioning composition areindependently chosen from citric acid, malonic acid, oxalic acid, malicacid, glutaric acid, glycolic acid, succinic acid, adipic acid, tartaricacid, sebacic acid, glyoxylic acid monohydrate, and combinationsthereof. In yet further embodiments, the at least one carboxylic acid ischosen from maleic acid, citraconic acid, fumaric acid, benzoic acid,and combinations thereof. In still further embodiments, the carboxylicacid present in the treatment composition, the carboxylic acid presentin the conditioning composition in the first and second compartments ofthe kit, or both, may be independently chosen from combinations of twocarboxylic acids, chosen from: malonic acid and citric acid; malonicacid and oxalic acid; malonic acid and maleic acid; malonic acid andmalic acid; citric acid and oxalic acid; citric acid and maleic acid;citric acid and malic acid; oxalic acid and maleic acid; oxalic acid andmalic acid; and maleic acid and malic acid. In still furtherembodiments, the carboxylic acid present in the treatment composition,the carboxylic acid present in the conditioning composition in the firstand second compartments of the kit, or both, may be independently chosenfrom combinations of three or more carboxylic acids.

In various exemplary and non-limiting embodiment, the at least onecarboxylic acid present in the treatment composition in any of theaforementioned compositions, systems, methods, and kits is chosen frommalonic acid. In further exemplary and non-limiting embodiments, the atleast one carboxylic acid present in the treatment composition in any ofthe aforementioned compositions, systems, methods, and kits is chosenfrom maleic acid.

It to be understood that, as used herein the terms “the,” “a,” or “an,”mean “at least one,” and should not be limited to “only one” unlessexplicitly indicated to the contrary. Thus, for example, reference to “aportion” includes examples having two or more such portions unless thecontext clearly indicates otherwise.

Unless otherwise expressly stated, it is in no way intended that anymethod set forth herein be construed as requiring that its steps beperformed in a specific order. Accordingly, where a method claim doesnot actually recite an order to be followed by its steps or it is nototherwise specifically stated in the claims or descriptions that thesteps are to be limited to a specific order, it is no way intended thatany particular order be inferred.

While various features, elements or steps of particular embodiments maybe disclosed using the transitional phrase “comprising,” it is to beunderstood that alternative embodiments, including those that may bedescribed using the transitional phrases “consisting” or “consistingessentially of,” are implied. Thus, for example, implied alternativeembodiments to a method that comprises A+B+C include embodiments where amethod consists of A+B+C and embodiments where a method consistsessentially of A+B+C. As described, the phrase “at least one of A, B,and C” is intended to include “at least one A or at least one B or atleast one C,” and is also intended to include “at least one A and atleast one B and at least one C.”

All ranges and amounts given herein are intended to include subrangesand amounts using any disclosed point as an end point. Thus, a range of“1% to 10%, such as 2% to 8%, such as 3% to 5%,” is intended toencompass ranges of “1% to 8%,” “1% to 5%,” “2% to 10%,” and so on. Allnumbers, amounts, ranges, etc., are intended to be modified by the term“about,” whether or not so expressly stated. Similarly, a range given of“about 1% to 10%” is intended to have the term “about” modifying boththe 1% and the 10% endpoints.

Notwithstanding that the numerical ranges and parameters setting forththe broad scope of the disclosure are approximations, unless otherwiseindicated the numerical values set forth in the specific examples arereported as precisely as possible. Any numerical value, however,inherently contains certain errors necessarily resulting from thestandard deviation found in their respective testing measurements. Theexample that follows serves to illustrate embodiments of the presentdisclosure without, however, being limiting in nature.

It will be apparent to those skilled in the art that variousmodifications and variations can be made in the delivery system,composition and methods of the invention without departing from thespirit or scope of the invention. Thus, it is intended that the presentinvention cover the modifications and variations of this inventionprovided that they come within the scope of the appended claims andtheir equivalents.

EXAMPLES

The ingredient amounts in the composition/formulations described beloware expressed in % by weight, based on the total weight of thecomposition, unless otherwise indicated.

Examples 1-1 to 1-13

Compositions

The following are exemplary treatment compositions comprising3-butoxypropylamine, at least one carboxylic acid, and at least onesolvent. In Table 1, the amounts given are % by weight of the treatmentcomposition, and the pH of each of the treatment compositions isapproximately 3.0.

TABLE 1 Formu- lation Carboxylic Acid Formula Treatment Composition 1-1Oxalic

(11.28%) Oxalic acid (18.68%) Ethanol (18.26%) 3-butoxypropylamine(51.78%) DI water 1-2 Oxalic (8.27%) Oxalic acid (18.66%) Ethanol(14.09%) 3-butoxypropylamine (58.98%) DI water 1-3 Malonic

(9.19%) Malonic Acid (82.41%) DI Water (8.40%) 3-butoxypropylamine 1-4Malic

(12.38%) Malic Acid (81.45%) DI Water (6.17%) 3-butoxypropylamine 1-5Glutaric

(87.92%) DI water (12.072%) Glutaric acid (0.0070%) 3-butoxypropylamine1-6 Citriconic

(12.59%) Citraconic Acid (76.75%) DI Water (10.66%) 3-butoxypropylamine1-7 Citric

(17.87%) Citric Acid (73.54%) DI Water (8.59%) 3-butoxypropylamine 1-8Succinic

(93.92%) DI water (5.50%) Succinic acid (0.58%) 3-butoxypropylamine 1-9Succinic + malic above (84.52%) DI water (5.08%) Succinic acid (5.06%)Malic Acid (6.02%) 3butoxypropylamine 1-10 Tartaric

(76.44%) DI water (13.89%) Tartaric acid (9.67%) 3-butoxypropylamine1-12 Glyoxylic acid monohydrate

(8.44%) Glyoxylic Acid (28.4%) Ethanol (60.17%) DI water (2.99%)3-butoxypropylamine

The exemplary treatment compositions of Table 1 may be applied to thehair before or after a color-altering composition, or may be mixed witha color-altering composition for simultaneous application with thecolor-altering composition.

The following conditioning compositions were prepared by mixingformulations 2b-1 through 2b-8 of Table 2b into the composition of Table2a. In Tables 2a-2b, the amounts given are % by weight of theconditioning composition.

TABLE 2a Component Amount WATER QS PROPYLENE GLYCOL 3 CETEARYL ALCOHOL 1CETEARYL ALCOHOL and 4 BEHENTRIMONIUM METHOSULFATE GLYCERIN 0.5STEARAMIDOPROPYL 0.5 DIMETHYLAMINE HYDROXYETHYLCELLULOSE 0.5QUATERNIUM-91 and CETEARYL 0.5 ALCOHOL and CETRIMONIUM METHOSULFATECETRIMONIUM CHLORIDE 0.55 POLYQUATERNIUM-37 (and) MINERAL 0.4 OIL (and)PPG-1 TRIDECETH-6 BENZOIC ACID 0.2 PHENOXYETHANOL 0.53-BUTOXYPROPYLAMINE + Table 2b CARBOXYLIC ACID

TABLE 2b 3-BUTOXYPROPYLAMINE + CARBOXYLIC ACID Formulation (pH = 3.5)2b-1 1.474% Oxalic Acid + 2.15% 3-butoxypropylamine 2b-2 1.7% MalonicAcid + 2.15% 3-butoxypropylamine 2b-3 1.933% Succinic Acid + 2.15%3-butoxypropylamine 2b-4 2.163% Glutaric Acid + 2.15%3-butoxypropylamine 2b-5 2.195% Malic Acid + 2.15% 3-butoxypropylamine2b-6 2.457% Tartaric Acid + 2.15% 3-butoxypropylamine 2b-7 1.9% FumaricAcid + 2.15% 3-butoxypropylamine 2b-8 2.13% Citraconic Acid + 2.15%3-butoxypropylamine

The conditioning compositions prepared by mixing the formulations ofTables 2a and 2b may be applied to the hair after the hair is treatedwith a treatment composition and/or color-altering composition and/orshape-altering composition, as described herein.

Methods

The following are examples of methods or processes for treating the hairin vitro and in vivo.

Bleaching Process In Vitro

A conventional bleach (30 g) and developer (30-60 g) may be mixed with atreatment composition (8 g), applied to the hair, and left on the hairfor 50 minutes or more to achieve an equal lift to the bleach standardtreated for 50 min. The processing may be done at room temperature. Thehair may be rinsed, after which a conditioning composition (0.4 g/g ofhair) may be applied to the hair and left for a period of 10 minutes atroom temperature, and then rinsed. The hair may be shampooed and rinsed,and conditioner applied and rinsed.

Example—Bleaching Process In Vivo

A conventional bleach (30 g) and developer (30-60 g) may be mixed with atreatment composition (8 g), applied to the hair, and left on the hairfor up to 50 minutes or until desired lift is achieved. The processingmay be done at room temperature. The hair may be rinsed, after which aconditioning composition (15 g-30 g) applied to the hair and left for aresting of 10 minutes at room temperature, and rinsed. The hair may beshampooed and rinsed, and conditioner applied and rinsed.

Example—Glazing Process In Vivo

A conventional glaze (Shades EQ, 60 g) and processing solution (60 g)may be mixed with a treatment composition (4 g), applied to the hair,and left on the hair for about 20 minutes at room temperature. The hairmay be rinsed, after which a conditioning composition (15-30 g) appliedto the hair and left for a resting of 10 minutes at room temperature,and rinsed. The hair may be shampooed and rinsed, and conditionerapplied and rinsed.

Example—Bleaching and Glazing Process In Vivo

A conventional bleach (30 g) and developer (30-60 g) may be mixed with atreatment composition (8 g), applied to the hair, and left on the hairfor about 50 minutes or until desired lift is achieved, at roomtemperature. The hair may be rinsed and shampooed. A conventional glaze(Shades EQ, 60 g) and processing solution (60 g) may be mixed with atreatment composition (4 g), applied to the hair, and left on the hairfor about 20 minutes at room temperature. The hair may be rinsed, afterwhich a conditioning composition (15-30 g) applied to the hair and leftfor a resting of 10 minutes at room temperature, and then rinsed. Thehair may be shampooed and rinsed, and conditioner applied and rinsed.

In Vitro Treatment Composition Examples

The following exemplary treatment compositions as set forth in Table 3were prepared and adjusted to pH 3, except where otherwise indicated. InTable 3, the amounts given are % by weight of the treatment composition,with the balance of each composition being water.

The hair treatment selected was a conventional standard bleach includinga bleach composition (30 g) and a developer (30-60 g) was mixed witheach treatment composition (8 g). The mixture was applied to replicatehair samples, under the recited conditions. The hair samples were thenwashed and evaluated. All examples were conducted to achieve the samelevel of lift (lightening level). The time was adjusted accordingly.This allows a direct comparison of the level of damage caused to thehair.

The evaluations of the hair samples treated with the exemplarycompositions were compared with the evaluations of the hair samplestreated with a standard bleach composition, with acid or amine alone, orwith acid or amine pH adjusted to about pH 3.

Results

Cysteic Acid Data

Since the amount of cysteic acid is an indication of the level ofdamaged hair, a lower measured concentration indicates that a particularcomposition provided a protection benefit to the hair fiber. Therefore,the measured concentration of cysteic acid is a marker with respect tothe assessment of fiber integrity. An improvement of 10% (% relativechange) is typically considered to be statistically significant, suchthat an increase in the fiber integrity.

A portion of hair samples (swatches) of hair were cut and weighted toapproximately 20 mg, hydrolyzed under strong acidic conditions for 16hours at 110° C. Once hydrolyzed, samples were pH adjusted toapproximately 1.7 with a solution of lithium hydroxide and analyzed on aHitachi amino acid analyzer, Model 8900. Amino acid standards obtainedfrom Sigma Aldrich (Ref AAS18) were utilized to calibrate the instrumentand to calculate the concentration of amino acids for each of thetreatment conditions. The comparisons shown in Table 3 below showcysteic acid measurements of compositions of Table 3, which werecompared to samples treated with only a standard bleach (bleach anddeveloper composition) and to compositions not containing 3-BPA and atleast one carboxylic acid.

Miniature Tensile Tester Data

Hair samples bleached with standard bleach compositions containingtreatment compositions containing 3-BPA were assessed for wet tensilestrength using a fiber tensile testing instrument from Dia-Stron knownas an MTT (Miniature Tensile Tester). For each sample, 50 fibers wererun. From the test, Young's Modulus (elasticity, MPa) and Break Stress(force per unit area required to break the fiber, MPa) were determined.Results of the testing are shown below in Table 4.

Raw Data

TABLE 3 Cysteic Acid Data moles of Amine/ moles Cysteic Exemplary % baseAcid Acid Treatment Amine/ per per (gAA/100 Composition base 100 g %Acid 100 g pH Conditions gAA) Standard Bleach 30 V 50 min 6.4 3Butoxypropyl 11.80% 0.090 — — 12.00 30 V, 5.9 Amine + water 50 minStandard Bleach 30 V 50 min 6.7 Citric Acid + — — 17.30% 0.090 1.36 30V, 5.2 water 75 min Malonic Acid + — — 9.37% 0.090 1.28 30 V, 5.5 water65 min Malic Acid + — — 12.07% 0.090 1.58 30 V, 5.4 water 65 minStandard Bleach 30 V, 50 min 4.6 3 Butoxypropyl 11.58% 0.088 24.07%0.180 3.05 30 V, 3.7 Amine + Malic 100 min Standard Bleach 30 V, 50 min6.3 3 Butoxypropyl 11.80% 0.090 3.82% 0.105 3.07 30 V, 6.4 Amine + HCl75 min Standard Bleach 30 V, 60 min 6.6 Malonic Acid + 2.63% 0.066 9.37%0.090 2.99 30 V, 5.8 NaOH 55 min Citric Acid + 2.57% 0.064 17.30% 0.0902.98 30 V, 5.1 NaOH 60 min Malic Acid + 1.53% 0.038 12.07% 0.090 2.98 30V, 5.9 NaOH 60 min Standard Bleach 30 V, 50 min 6.2 Oxalic Acid + — —8.10% 0.090 0.61 30 V, 5.0 water 65 min 3 Butoxypropyl 11.60% 0.08824.16% 0.126 3.04 30 V, 4.8 Amine + Citric 90 min Acid Standard Bleach30 V, 50 min 6.5 3 Butoxypropyl 8.64% 0.066 4.59% 0.051 3.05 30 V, 5.8Amine + Oxalic 70 min Standard Bleach 30 V, 50 min 6.7 Maleic Acid +1.03% 0.026 3.14% 0.027 3.15 30 V, 50 min 6.5 NaOH Standard Bleach 30,50 min 6.9 3 Butoxypropyl 11.80% 0.090 13.15% 0.126 3.04 30 V, 80 min5.6 Amine + Malonic Maleic Acid + — — 10.40% 0.090 0.90 30 V, 5.7 water60 min Standard Bleach 30, 50 min 6.7 3 Butoxypropyl 11.50% 0.088 10.70%0.092 2.97 30 V, 5.1 Amine + Maleic 65 min Acid

TABLE 4 MTT moles of Composition wt % Amine/ moles Acid Break Added toAmine/ base per wt % per Elastic Mod. Stress Standard Bleach base 100 gAcid 100 g pH Conditions (Mpa) (Mpa) None: Standard 30 V  50 min  730.29 94.47 Bleach 3 Butoxypropyl 11.80% 0.090 — — 12.00 30 V,  50 min 809.35 110.09 Amine + water Malonic Acid + — —  9.37% 0.090  1.28 30 V, 65 min  868.24 117.43 water Maleic Acid + — — 10.40% 0.090  0.90 30 V, 60 min  817.93 109.31 water Malonic Acid +  2.63% 0.066  9.37% 0.090 2.99 30 V,  55 min  743.88 106.15 NaOH Maleic Acid +  1.03% 0.026 3.14% 0.027  3.15 30 V,  50 min  741.48 105.22 NaOH 3-BPA + Malic11.58% 0.088 24.07% 0.180  3.05 30 V, 100 min  995.41 121.73 Acid3-BPA + Citric 11.60% 0.088 24.16% 0.126  3.04 30 V,  90 min  823.55110.58 Acid 3-BPA + Oxalic  8.64% 0.066  4.59% 0.051  3.05 30 V,  70 min 823.55 110.58 Acid 3-BPA + Malonic 11.80% 0.090 13.15% 0.126  3.04 30V,  80 min  961.27 115.18 Acid 3-BPA + Maleic 11.50% 0.088 10.70% 0.092 2.97 30 V,  65 min 1031.61 118.26 Acid

Based on the MTT results in Table 4, it is evident that a mixture ofbleach with the combination of 3-BPA and a carboxylic acid provides alarge improvement in elastic modulus and break stress compared to bleachalone, as well as to the other examples in the comparison, for anequivalent lift (lightening level). The combination of 3-BPA and acarboxylic acid therefore provides improved resistance to breakage tohair treated with a mixture comprising the combination.

Strength and Tactile Substance

Hair samples treated with exemplary treatment compositions were testedfor tactile substance relative to hair samples treated with 3-BPA alone,3-BPA pH adjusted with hydrochloric acid to pH of about 3, carboxylicacid alone, and carboxylic acid pH adjusted with sodium hydroxide to pHof about 3.

The evaluation for strength (hair that is easy to detangle and comb,having an above average resistance to bend) and tactile substance(smooth surface feel, when pulled maintains elasticity) was carried outvisually and by feel by expert evaluators on wet hair samples, and eachsample rated for each property. The results are set forth in Table 5 andFIGS. 1-5, where the increase (positive change) and decrease (negativechange) are relative to the bleach standard, considered as baseline (0).

TABLE 5 Sensory Data 3BPA + Citric Acid (FIG. 1) 3BPA + 3-BPA + CitricCitric Citric 3-BPA + 3-BPA + Citric Acid + Acid + Acid nothing HCl AcidNothing NaOH Strength 1 0.5 1.5 2.5 0.5 Tactile 3 2 2 −2.5 −2 Substance3BPA + Malonic Acid (FIG. 2) 3-BPA + Malonic Malonic Malonic 3-BPA +3-BPA + 3-BPA + Acid + Acid + Acid nothing HCl Malonic Nothing NaOHStrength 1 0.5 1 0 −1 Tactile 3 2 1.5 −1 0 Substance 3BPA + Malic Acid(FIG. 3) 3-BPA + Malic Malic Malic 3-BPA + 3-BPA + 3-BPA + Acid + Acid +Acid nothing HCL Malic Nothing NaOH Strength 1 0.5 0.5 0.5 0.5 Tactile 32 1.5 −1.5 −2 Substance 3BPA + Maleic Acid (FIG. 4) 3-BPA + 3-BPA +Maleic Maleic Maleic 3-BPA + 3-BPA + Maleic Acid + Acid + Acid nothingHCl Acid Nothing NaOH Strength 1 0.5 1.5 0.5 0 Tactile 3 2 2 1 −1.5Substance 3BPA + Oxalic Acid (FIG. 5) 3-BPA + 3-BPA + Oxalic Oxalic3-BPA + 3-BPA + Oxalic Acid + Acid nothing HCl Acid Nothing Strength 10.5 −0.5 −0.5 Tactile 3 2 0.5 −1 Substance

As shown in Table 5 and FIGS. 1-5, the best combinations of tactilesubstance and strength resulted from treatment compositions including3-BPA and at least one carboxylic acid.

Highlighted Comparisons

For Comparisons 1-2 below, the cysteic acid and MTT data are reproducedfrom the tables above, but not the sensory data. Note that the sensoryconclusions are based on the data shown in the tables from the previoussensory raw data section.

Comparison 1: Malonic Acid+3-BPA

TABLE 6 3-BPA and Malonic Acid Comparison Cysteic MTT MTT 3BPA + CysteicAcid Cysteic Acid Acid Cysteic Elastic Break Malonic Bleach Std SampleAbsolute Acid % Modulus Stress Acid (gAA/100 gAA) (gAA/100 gAA)Difference Difference (MPa) (MPa) Bleach 730.29 105.17 Standard 3BPA +6.4 5.9 0.5 8.13 809.35 110.09 Water 3BPA + 6.3 6.4 −0.1 −1.57 755.09108.49 HC1 3BPA + 6.9 5.6 1.3 20.80 961.27 115.18 Malonic Malonic + 6.75.5 1.2 19.67 868.24 117.43 Water Malonic + 6.6 5.8 0.8 12.90 743.88106.15 NaOH

As shown in Table 6, the combination of 3-BPA and malonic acid reducedthe level of cysteic acid compared with bleach alone and all theexamples in the comparison. Based on the MTT results of Table 6, thiscombination of ingredients also showed a large improvement in elasticmodulus compared to bleach alone and all the examples in the comparison,and a large increase in break stress over bleach alone. The sensory dataas described above showed that the invention had improvement in strengthand tactile substance over bleach alone, as well as over all of theother examples.

Comparison 2: Maleic Acid+3-BPA

TABLE 7 3-BPA and Maleic Acid Comparison MTT MTT 3BPA + Cysteic AcidCysteic Acid Cysteic Acid Cysteic Elastic Break Maleic Bleach Std SampleAbsolute Acid % Modulus Stress Acid (gAA/100 gAA) (gAA/100 gAA)Difference Difference (MPa) (MPa) Bleach  730.29 105.17 Standard 3BPA +6.4 5.9 0.5 8.13  809.35 110.09 Water 3BPA + 6.3 6.4 −0.1 −1.57  755.09108.49 HCl 3BPA + 6.7 5.1 1.6 27.12 1031.61 118.26 Maleic Maleic + 6.95.7 1.2 19.05  817.93 109.31 Water Maleic + 6.7 6.5 0.2 3.03  741.48105.22 NaOH

As shown in Table 7, the combination of 3-BPA and maleic acid reducedthe level of cysteic acid when compared to bleach alone and all theexamples in the comparison. Based on MTT results, this combination ofingredients also showed a dramatic improvement in elastic modulus andbreak stress compared to bleach alone and all the examples in thecomparison. The sensory data described above showed that the inventionhad improvement in strength and tactile substance over bleach alone, aswell as over all of the other examples.

What is claimed is:
 1. A cosmetic composition comprising:3-butoxypropylamine; and at least one carboxylic acid chosen from chosenfrom oxalic acid, malonic acid, malic acid, glutaric acid, citraconicacid, citric acid, glycolic acid, succinic acid, adipic acid, tartaricacid, fumaric acid, maleic acid, sebacic acid, benzoic acid, andglyoxylic acid monohydrate, or combinations thereof.
 2. The compositionof claim 1, wherein the at least one carboxylic acid is chosen fromcitric acid, malonic acid, oxalic acid, malic acid, glutaric acid,glycolic acid, succinic acid, adipic acid, tartaric acid, sebacic acid,glyoxylic acid monohydrate, or combinations thereof.
 3. The compositionof claim 1, wherein the at least one carboxylic acid is chosen frommaleic acid, citraconic acid, fumaric acid, benzoic acid, orcombinations thereof.
 4. The composition of claim 1, wherein the atleast one carboxylic acid is chosen from maleic acid, malonic acid, orcombinations thereof.
 5. The composition of claim 1, wherein the3-butoxypropylamine is present in an amount ranging up to about 20% byweight, relative to the total weight of the composition.
 6. Thecomposition of claim 1, wherein the 3-butoxypropylamine is present in anamount ranging from about 1% to about 10% by weight, relative to thetotal weight of the composition.
 7. The composition of claim 1, whereinthe at least one carboxylic acid is present in an amount ranging up toabout 20% by weight, relative to the total weight of the composition. 8.The composition of claim 1, wherein the at least one carboxylic acid ispresent in an amount ranging from about 1% to about 10% by weight,relative to the total weight of the composition.
 9. The composition ofclaim 1, further comprising at least one additive chosen fromsurfactants, solvents, conditioning agents, coloring agents, agents forstraightening, relaxing, or permanent waving, or combinations thereof.10. A hair treatment system comprising: (a) a hair treatment compositioncomprising: 3-butoxypropylamine; at least one carboxylic acid chosenfrom oxalic acid, malonic acid, malic acid, glutaric acid, citraconicacid, citric acid, glycolic acid, succinic acid, adipic acid, tartaricacid, fumaric acid, maleic acid, sebacic acid, benzoic acid, andglyoxylic acid monohydrate, and combinations thereof; and at least onesolvent; and (b) a hair conditioning composition comprising:3-butoxypropylamine; at least one carboxylic acid chosen from oxalicacid, malonic acid, malic acid, glutaric acid, citraconic acid, citricacid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaricacid, maleic acid, sebacic acid, benzoic acid, and glyoxylic acidmonohydrate, and combinations thereof; and at least one additive. 11.The hair treatment system of claim 10, wherein the at least onecarboxylic acid present in the hair treatment composition and/or thehair conditioning composition are independently chosen from citric acid,malonic acid, oxalic acid, malic acid, glutaric acid, glycolic acid,succinic acid, adipic acid, tartaric acid, sebacic acid, glyoxylic acidmonohydrate, or combinations thereof.
 12. The hair treatment system ofclaim 10, wherein the at least one carboxylic acid present in the hairtreatment composition and/or the hair conditioning composition areindependently chosen from maleic acid, citraconic acid, fumaric acid,benzoic acid, or combinations thereof.
 13. The hair treatment system ofclaim 10, wherein the at least one carboxylic acid present in the hairtreatment composition and/or the hair conditioning composition areindependently chosen from maleic acid, malonic acid, or combinationsthereof.
 14. The hair treatment system of claim 10, further comprisingat least one composition or agent for coloring or shaping the hair. 15.The hair treatment system of claim 14, wherein the composition or agentfor coloring or shaping the hair is present in the hair treatmentcomposition.
 16. The hair treatment system of claim 14, wherein theagent for coloring the hair is chosen from bleaching agents, colorantcompounds, or combinations thereof, and/or the agent for shaping thehair is chosen from agents for straightening, relaxing, or permanentwaving the hair.
 17. The hair treatment system of claim 16, wherein: thebleaching agents are chosen from peroxides, persulfates, perborates,percarbonates, peracids, bromates, their salts, or mixtures thereof; andthe colorant compounds are chosen from oxidation dyes, direct dyes,pigments, or mixtures thereof.
 18. A method for treating hair, themethod comprising: (a) applying to the hair, a hair treatmentcomposition comprising: 3-butoxypropylamine; at least one carboxylicacid chosen from oxalic acid, malonic acid, malic acid, glutaric acid,citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid,tartaric acid, fumaric acid, maleic acid, sebacic acid, benzoic acid,and glyoxylic acid monohydrate, and combinations thereof; and at leastone solvent.
 19. The method of claim 18, further comprising applying tothe hair a hair conditioning composition, the hair conditioningcomposition comprising: 3-butoxypropylamine; at least one carboxylicacid chosen from oxalic acid, malonic acid, malic acid, glutaric acid,citraconic acid, citric acid, glycolic acid, succinic acid, adipic acid,tartaric acid, fumaric acid, maleic acid, sebacic acid, benzoic acid,and glyoxylic acid monohydrate, or combinations thereof; and at leastone additive.
 20. The method of claim 18, optionally comprising a stepof shampooing and/or rinsing the hair after applying to the hair thehair treatment composition, and/or after applying to the hairconditioning composition to the hair.
 21. The method of claim 18,wherein the hair treatment composition further comprises a compositionor agent for coloring or shaping the hair.
 22. The method of claim 21,wherein the composition or agent for coloring the hair is chosen frombleaching agents, colorant compounds, or combinations thereof, and/orthe agent for shaping the hair is chosen from agents for straightening,relaxing, or permanent waving the hair.
 23. The method of claim 22,wherein: the at least one bleaching agent is chosen from peroxides,persulfates, perborates, percarbonates, peracids, bromates, their salts,or mixtures thereof; and the at least one colorant compound is chosenfrom oxidation dyes, direct dyes, pigments, or mixtures thereof.
 24. Themethod of claim 18, further comprising applying to the hair acolor-altering composition, the color-altering composition comprising atleast one bleaching agent, at least one colorant compound, orcombinations thereof, before, after, or simultaneously with the step ofapplying the hair treatment composition.
 25. The method of claim 24,optionally comprising a step of shampooing and/or rinsing the hair afterapplying to the hair the color-altering composition.
 26. Amulti-compartment kit for altering the color of hair, the kitcomprising: (a) at least one first compartment comprising a hairtreatment composition, the hair treatment composition comprising:3-butoxypropylamine; at least one carboxylic acid chosen from oxalicacid, malonic acid, malic acid, glutaric acid, citraconic acid, citricacid, glycolic acid, succinic acid, adipic acid, tartaric acid, fumaricacid, maleic acid, sebacic acid, benzoic acid, and glyoxylic acidmonohydrate, or combinations thereof; and at least one solvent; (b) atleast one second compartment comprising a hair conditioning composition,the hair conditioning composition comprising: 3-butoxypropylamine; atleast one carboxylic acid chosen from oxalic acid, malonic acid, malicacid, glutaric acid, citraconic acid, citric acid, glycolic acid,succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid,sebacic acid, benzoic acid, and glyoxylic acid monohydrate, orcombinations thereof; and at least one additive; and (c) optionally, atleast one additional compartment comprising at least one coloringcomponent and/or agent for straightening, relaxing, or permanent wavingthe hair.